TW201030104A - Pigment dispersed body for color filter and pigment dispersed resist composition for color filter containing the same - Google Patents

Pigment dispersed body for color filter and pigment dispersed resist composition for color filter containing the same Download PDF

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TW201030104A
TW201030104A TW098132660A TW98132660A TW201030104A TW 201030104 A TW201030104 A TW 201030104A TW 098132660 A TW098132660 A TW 098132660A TW 98132660 A TW98132660 A TW 98132660A TW 201030104 A TW201030104 A TW 201030104A
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Taiwan
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pigment
color filter
compound
isocyanate
pigment dispersion
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TW098132660A
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Chinese (zh)
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TWI466957B (en
Inventor
Koji Iwase
Naoyuki Kitaoka
Hideo Shibata
Tomohiro Nabeta
Yasuhito Tsuji
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Sakata Inx Corp
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084Dispersions of dyes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/14Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40Nitrogen atoms
    • C07D251/54Three nitrogen atoms
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • G02B5/22Absorbing filters
    • G02B5/223Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007Filters, e.g. additive colour filters; Components for display devices

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Optical Filters (AREA)
  • Materials For Photolithography (AREA)
  • Paints Or Removers (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)

Abstract

To provide a novel pigment dispersed body for a color filter which has excellent pigment dispersing property, flow property and dispersion stability and to provide a pigment dispersed resist composition for a color filter which has excellent coating property and development property by using the pigment dispersed body for a color filter. Disclosed in the pigment dispersed body for the color filter which contains a pigment, a pigment dispersant and an organic solvent and the pigment dispersant is a compound satisfying the following condition 1: Condition 1: the pigment dispersant is the compound which is obtained by reacting isocyanate group of isocyanate compound, active hydrogen group and active hydrogen group of a compound having carbazole ring and a number of carbazole ring for total of isocyanate group derived from isocyanate compound, urethane bond which is formed by reacting the isocyanate group and active hydrogen and urea bond is 15 to 85%.

Description

201030104 六、發明說明: 【發明所屬之技術領域】 本發明係關於可製造彩色液晶顯示裝置等使用之彩色 濾光片或黑色矩陣的彩色濾光片用顏料分散物及含有此彩 色濾光片用顏料分散物之彩色濾光片用顏料分散光阻組成 物。 【先前技術】 彩色液晶顯示裝置具有構造上輕巧且可減低耗電等優 異的特徵又,近年致力於鬲度技術開發,希望持續於高 輝度且高精細、高對比度這些晝質方面提升。其結果,於 從小畫面到大畫面的各種領域能一直發揮穩定性能之觀 點,被認為性能的整體均衡度高,與用途擴大有關。 但是,與現有的PDP的競合或使用有機EL之影像顯示 裝置的實用化也列人考慮,&了使彩色液晶顯示裝置更為 廣大普及,仍有許多不得不克服的技術課題。 例如,其中之一課題為使色再現性更為提升。且為 了使色再現性提升’要求基本的在顯示器上顯示的咖的 各色像素自身要有高色純度及高對比度。 彩色液晶顯示裝置中,最初由背光等光源發出的 白色光,料RGB之相當於各色像素的部分分別以液晶的 遮板作用控制縫後’使透過設有⑽之著色皮膜的彩 遽光片’藉此著色並在顯示器上顯示各色的像素。因此 將如此的白色光以彩色濾光片(著色皮膜)著色之方法生 201030104 了使著色光的色純度提高 本身的色純度必需為高的 於彩色濾光片設置的著色皮膜 又1當上述著色皮膜中存有粗 輪粒子時,透過光的偏本沾‘ 您尤幻侷光性會混亂(消偏性),結果造成對[Technical Field] The present invention relates to a color filter for a color liquid crystal display device or the like, a pigment dispersion for a color filter for a black matrix, and a color filter for containing the color filter. The color filter of the pigment dispersion is a pigment dispersion resist composition. [Prior Art] The color liquid crystal display device has the characteristics of being lightweight and capable of reducing power consumption. In recent years, it has been devoted to the development of temperature technology, and it is desired to continue the improvement of high brightness, high definition, and high contrast. As a result, the stability performance can be maintained in various fields from small screens to large screens, and it is considered that the overall balance of performance is high, which is related to the expansion of use. However, the commercialization of an image display device using an organic EL or the use of an organic EL is also considered, and there are still many technical problems that have to be overcome in order to make the color liquid crystal display device more widely used. For example, one of the topics is to improve color reproducibility. In order to improve color reproducibility, it is required that each color pixel of the basic coffee displayed on the display itself has high color purity and high contrast. In the color liquid crystal display device, the white light emitted by the light source such as the backlight is first, and the portion corresponding to each color pixel of the material RGB is controlled by the liquid crystal to control the slit, and the color light film having the color film provided through (10) is transmitted. This colores and displays the pixels of each color on the display. Therefore, such a white light is colored by a color filter (colored film). 201030104 The color purity of the colored light is increased. The color purity of the color is required to be high. The colored film is set on the color filter. When there are coarse round particles in the film, the light transmitted through the light will be confused (depolarization), resulting in

比度降低。因此’需要裳A L *晋便者色皮膜中不含粗糙粒子。 最近,顏料利用作為著色皮膜之色材。而為了使與色 純度相關的發色性(彩度)或透明性(明度)等因子提升, 又’為了抑制消偏性,必需使顏料更為微細地分散。The ratio is reduced. Therefore, it is necessary to have a rough particle in the color film of the skirt. Recently, pigments have been used as color materials for coloring films. In order to increase the factors such as color developability (chroma) or transparency (lightness) associated with color purity, it is necessary to disperse the pigment more finely in order to suppress the depolarization.

又,於彩色濾光片,若上述著色皮膜重疊會因為滲色 使色純度降低, 且若有間隙則會因為漏光使對比度降低。 所以,為了防止此等情形1 了將著色皮膜之間遮光,設 有黑色矩陣。因此’黑色矩陣的形成性這種性能也對於色 再現性的提升有重大影響。 黑色矩陣係將遮光性的被覆膜形成為格子狀或帶狀 者。遮光性的被覆膜儘可能薄且要求其寬為窄(也稱為細 線)’且皮膜的邊緣要求銳利且直線性高。最近,以碳黑等 黑色顏料作為遮光材料獲得的塗佈劑利用於黑色矩陣的形 成。於黑色矩陣形成用塗佈劑中,為了為薄膜且維持高遮 光性,必需使遮光材料之含有濃度提高。又,此種塗佈劑 係由於紫外線等而進行硬化的類型,經過將未硬化部分除 去之顯影步驟,形成細線的黑色矩陣。而,為了使為細線、 邊緣為銳利且直線性高的如此的皮膜的形成性提高必需 使將硬化部分確實保留,將未硬化部分確實除去的顯影適 性必需良好。 但是,當顏料分散於塗佈劑中時,隨著顏料的表面積 5 201030104Further, in the color filter, if the colored film overlaps, the color purity is lowered by bleeding, and if there is a gap, the contrast is lowered by light leakage. Therefore, in order to prevent such a situation, the shading between the colored films is provided, and a black matrix is provided. Therefore, the performance of the formation of the black matrix also has a significant influence on the improvement of color reproducibility. In the black matrix, the light-shielding coating film is formed into a lattice shape or a belt shape. The light-shielding coating film is as thin as possible and is required to have a narrow width (also referred to as a fine line) and the edge of the film is required to be sharp and linear. Recently, a coating agent obtained by using a black pigment such as carbon black as a light-shielding material is used for the formation of a black matrix. In the coating agent for forming a black matrix, in order to maintain high light transmittance for the film, it is necessary to increase the concentration of the light shielding material. Further, such a coating agent is of a type which is cured by ultraviolet rays or the like, and is subjected to a development step of removing the uncured portion to form a black matrix of fine lines. In order to improve the formability of such a film which is thin and has a sharp edge and a high linearity, it is necessary to ensure that the hardened portion is surely retained, and that the development property of the unhardened portion is surely removed. However, when the pigment is dispersed in the coating agent, along with the surface area of the pigment 5 201030104

探討各種顏料分散劑。 例如,使肖纟具有驗性官能基之聚醋或^聚謎構成之高 1)、使用由氧乙烯 分子分散劑(例如參照專利文獻 (ethylene oxide)及 / 或氧丙烤(pr〇pyiene 〇xide)衍生的 共聚物30〜70重量%及含有鹼性官能基之重量平均分子量 5, 000〜40’〇〇〇之高分子分散劑(例如參照專利文獻2)。 [先前技術文獻] [專利文獻] [專利文獻1]日本特開平1〇_〇829〇8號公報 [專利文獻2]日本特開平1〇_246812號公報 【發明内容】 [發明欲解決之課題] 利用專利文獻1、2的技術,顏料分散性或分散安定性 或流動性已有某個程度的改善。但是,並非徹底改善,而 .201030104 有其極限。又’塗佈適性、顯影特性也尚有改善的餘地。 本發明之課題在於提供顏料分散性、流動性、分散安 定性優異的新穎的彩色渡光片用顏料分散物,及提供藉由 使該衫色慮光片用顏料分散物得到的塗佈適性、顯影特性 優異的彩色渡光片用顏料分散光阻組成物。 [解決課題之手段] 本發月特徵在於.就使顏料分散之顏料分散劑而言, 使用具有三聚異氰酸醋環’及味唾環及/或偶氮苯骨架之聚 胺醋系分散劑。尤纟,若使用分子内具有三聚異氰酸酉旨環 異氰酸^化Q物及分子内具有活性氫基且更具有味唾環 及/或偶氮苯骨架之化合物以特定量反應者,則效果更為優 異。 亦即,本發明係關於(i) 一種彩色濾光片用顏料分散 物’含有顏料、顏料分散劑及有機溶劑,其特徵在於··前 述顏料分散劑為$足下列條#1之化合物。 ® 條件1 :係使分子内具有三聚異氰酸酯環之異氰酸酯 化合物之異氰酸酯基,與分子内具有活性氩基且更具有咔 唑環及/或偶氮苯骨架之化合物之活性氫基反應得到的化 口物,得到的化合物的分子内,相對於源自具有三聚異氰 酸6曰環之異氰酸醋化合物之異氰酸酿基、或其異氮酸醋基 與活性氣基反應形成之胺酯鍵及脲鍵3者的合計數目,味 嗅孩與偶氮苯骨架之數目為15〜85%。 又’本發明係關於(2)如上述(1)項或(2)項記載之彩色 濾光片用顏料分散物,更包含顏料分散助劑。 201030104 又,本發明係關於(3) —種彩色濾光片用顏料分散光阻 組成物,特徵在於含有上述(1)項〜(2)項中 —項的彩色 濾光片用顏料分散物。 [發明效果] 本發明之彩色濾光片用顏料分散物,具有優異的顏料 分散性、流動性、分散安定性。且,含有此顏料分散物2 彩色渡光片用顏料分散光阻組成物’塗佈適性、顯影特性 優異。 【實施方式】 [實施發明之形態] 以下對於本發明之彩色濾光片用顏料分散物(以下稱 為「顏料分散物」)詳細説明。 本發明之顏料分散物,含有顏料、作為顏料分散劑之 具有二聚異氰酸酯環及咔唑環及/或偶氮笨骨架之聚胺酯 系分散劑、及有機溶劑,以下首先說明其構成材料。 〈顏料分散物之構成材料&gt; (顏料) 本發明中,顏料(適於紅色、綠色、藍色、黑色等著色 I像之顏料),可使用具有鮮明的色相、高堅牢度的c.i.Explore various pigment dispersants. For example, the composition of the polyacetate or the polyunsine having the functional group is 1), and the dispersing agent for the oxyethylene molecule is used (for example, refer to the patent document (ethylene oxide) and/or oxypropylene (pr〇pyiene 〇). Xide) 30 to 70% by weight of the copolymer derived and a polymer dispersing agent having a weight average molecular weight of 5,000 to 40 Å containing a basic functional group (for example, refer to Patent Document 2). [Prior Art Document] [Patent [Patent Document 1] Japanese Unexamined Patent Application Publication No. Hei No. Hei. No. Hei. The technology, pigment dispersion or dispersion stability or fluidity has been improved to some extent. However, it is not completely improved, and 201030104 has its limits. There is still room for improvement in coating suitability and development characteristics. An object of the invention is to provide a pigment dispersion for a novel color light-passing sheet which is excellent in pigment dispersibility, fluidity, and dispersion stability, and to provide coating suitability and development by using the pigment dispersion for the color-sensitive sheet. characteristic A different color light-passing sheet is dispersed with a pigment to form a photoresist composition. [Means for Solving the Problem] The present invention is characterized in that, in the case of a pigment dispersing agent for dispersing a pigment, a trimeric isocyanuric acid ring is used. a polyamine vinegar-based dispersing agent of a ring and/or an azobenzene skeleton. In particular, if a molecule having a trimeric isocyanate in the molecule is used, it is an isocyanate compound Q and has an active hydrogen group in the molecule and is more odorous. The compound of the salivary ring and/or the azobenzene skeleton is more preferably reacted in a specific amount. That is, the present invention relates to (i) a pigment dispersion for a color filter containing a pigment, a pigment dispersant, and An organic solvent characterized in that the pigment dispersant is a compound of the following Article #1. Condition 1 is an isocyanate group having an isocyanate compound having a trimeric isocyanate ring in the molecule, and an active argon group in the molecule; a hydrazine obtained by reacting an active hydrogen group of a compound having a carbazole ring and/or an azobenzene skeleton, and the obtained compound is intramolecular, relative to an isocyanic acid vinegar derived from a 6 fluorene ring of isocyanuric acid Compound isocyanic acid The total number of the amine ester bond and the urea bond 3 formed by the reaction of the base or the isophthalic acid sulfonic acid group with the active gas group, and the number of the olfactory child and the azobenzene skeleton is 15 to 85%. (2) The pigment dispersion for a color filter according to the above (1) or (2), further comprising a pigment dispersing aid. 201030104 Further, the present invention relates to (3) a pigment for a color filter. The dispersion resist composition is characterized by containing the pigment dispersion for a color filter of the above item (1) to (2). [Effect of the Invention] The pigment dispersion for a color filter of the present invention is excellent. The pigment dispersibility, the fluidity, and the dispersion stability are excellent, and the pigment dispersion-dispersing composition for the color dispersion sheet is excellent in coating suitability and development characteristics. [Embodiment of the Invention] The pigment dispersion for color filters (hereinafter referred to as "pigment dispersion") of the present invention will be described in detail below. The pigment dispersion of the present invention contains a pigment, a polyisocyanate-based dispersant having a dimeric isocyanate ring, an oxazole ring and/or an azo stud skeleton as a pigment dispersant, and an organic solvent. Hereinafter, the constituent materials will be described. <Constituent Material of Pigment Dispersion> (Pigment) In the present invention, a pigment (a pigment suitable for a colored I image such as red, green, blue or black) can be used as a c.i. having a clear hue and high fastness.

PigmentRedl9、38、43'88、122、123、144、149、166、. 168 ' m ' 178 、 179 、 188 、 190 、 207 ' 208 、 209 、 216 、 224 226、242、254、264 等紅色系顏料;c j. pigment Blue 15 d ' 15 : 3 ' 15 : 4 ' 15 : 6、16、22、29、60、64 等藍 201030104 色系顏料;C. I · Pigment Green 7、1 0、36等綠色系顏料;c. I. Pigment Yellow 24、81、83、93、95、97、108、109、110、 117 、 123 、 128 、 137 、 138 、 139 、 150 、 153 、 154 、 166 、 168、180、185 等黃色系顏料;C. I. Pigment Violet 19、 23、29、30、31、37、88 等紫色系顏料;C. I. Pigment 〇range 31、38、40、43、61、Π等橙色系顏料;碳黑等黑色系顏 料等。 本發明中,為了得到紅色系著色顏料、綠色系著色顏 料、藍色系著色顏料,可使用單一顏料,也可與其他顏料 混合後使用。例如,為了得到紅色系著色影I,可使用單 一的紅色顏料,也可使用於紅色顏料中混合黃色顏料、橙 色顏料等調色後者。又’為了得到綠色系著色影像,可使 用單-的綠色顏料,也可使用於綠色顏科中混合黃色顏料 等並調色後者,為了得到藍色系著色影像,可使用單一的 藍色顏料,也可使用於藍色顏料中混合紫色顏料等並調色 又,就顏科分散組成物而言,為了得到更鮮明的色相, 且為了提高後述顏料分散光阻組成物之穿透性及對比度 比,宜以以往公知的方法, 將則述顏料進行預混處理、鹽 崧碎(salt milling)處理等 卞1史再微粒子化處理後使用。 其,經過進行以使用捏揉機 使用尤 動-面公轉運動的捏„ ^以-面各別自動運 經鹽絡⑴…孫裝置等,將顏料以無機鹽磨碎,並 么鹽叔碎使顏料之初級粒 、+-紅u 尺马微細更佳。本發明中,俞 述顏料之使用量,於本發 *月中則 毛色濾光片用顏料分散光阻 201030104 組成物中較佳為1〜40質量%。 (顏料分散劑) 上述顏料分散劑,係使分子内具有 三 聚異氰酸酯環之 異氰酸酯化合物,與分子内具有活性氫基且更具有味。坐環 及/或偶氮苯骨架之化合物反應得到的化合物,且得到的化 合物的分子中,相對於源自具有三聚異氰酸酯環之異氰酸 S旨化合物的異氟酸_基、或其異氰酸醋基與活性氫基之反 應產生的胺酯鍵及服&amp;,Λ ^ 久脚鍵3者的數目,咔唑環與偶氮苯骨架PigmentRedl9, 38, 43'88, 122, 123, 144, 149, 166, .168 'm' 178, 179, 188, 190, 207 '208, 209, 216, 224 226, 242, 254, 264, etc. Pigment; c j. pigment Blue 15 d ' 15 : 3 ' 15 : 4 ' 15 : 6, 16, 22, 29, 60, 64, etc. Blue 201030104 color pigment; C. I · Pigment Green 7, 1 0, 36 Green pigments; c. I. Pigment Yellow 24, 81, 83, 93, 95, 97, 108, 109, 110, 117, 123, 128, 137, 138, 139, 150, 153, 154, 166, 168 , yellow pigments such as 180, 185; purple pigments such as CI Pigment Violet 19, 23, 29, 30, 31, 37, 88; CI Pigment 31range 31, 38, 40, 43, 61, Π and other orange pigments; Black pigments such as carbon black. In the present invention, in order to obtain a red coloring pigment, a green coloring pigment, or a blue coloring pigment, a single pigment may be used, or may be used after being mixed with other pigments. For example, in order to obtain a red coloring image I, a single red pigment may be used, or a yellow pigment, an orange pigment, or the like may be used for coloring the latter. In addition, in order to obtain a green-colored image, a single-green pigment can be used, and a yellow pigment can be mixed with a green pigment, and the latter can be colored. In order to obtain a blue-colored image, a single blue pigment can be used. It can also be used for mixing purple pigments and the like in blue pigments, and in order to obtain a more vivid hue in order to improve the penetrability and contrast ratio of the pigment-dispersed photoresist composition described later. It is preferable to use a conventionally known method, such as premixing treatment, salt milling treatment, and the like, and then using the microparticles. It is carried out by using a kneading machine to use a special-moving-side revolving motion to automatically transport the salt (1), grandchild, etc., to grind the pigment with an inorganic salt, and to disintegrate the pigment with a salt. The primary particle and the +-red u ruler are finer and finer. In the present invention, the amount of the pigment used in the present invention is preferably 1~ in the composition of the pigment dispersion resist for the color filter 201030104 in the present invention. 40% by mass (Pigment Dispersant) The above-mentioned pigment dispersant is an isocyanate compound having a trimeric isocyanate ring in the molecule, and a compound having an active hydrogen group in the molecule and having a taste. A ring and/or an azobenzene skeleton The obtained compound is reacted, and the obtained compound has a reaction with respect to the isofluoric acid-based group derived from the isocyanate-containing compound having a trimeric isocyanate ring, or its isocyanate group and an active hydrogen group. Amine ester bond kimono &amp;, Λ ^ number of long foot bonds 3, carbazole ring and azobenzene skeleton

之數目為1 5〜85%。 又,本發明之 酸酯化合物,例如 具有三聚異氰酸西旨 式,例如異氰酸画旨 前述分子内具有三聚異氰酸酯環之異氰 以下構造式者。但是,本發明之分子内 環之異氰酸酯化合物,不限於下列構造 基之數目、位置,於下列構造式舉例有 異氰酸酯基為 位置者。 6者’但是,也可使用適當的不同數目、The number is 1 5 to 85%. Further, the acid ester compound of the present invention has, for example, a formula of isocyanuric acid, and for example, isocyanic acid has the following structural formula of isocyanide having a trimeric isocyanate ring in the molecule. However, the isocyanate compound of the intramolecular ring of the present invention is not limited to the number and position of the following structural groups, and the isocyanate group is exemplified in the following structural formula. 6 people', however, you can also use the appropriate number,

10 20103010410 201030104

moMo

又,使前述分子内具有三聚異氰酸酯環之異氰酸酯化 合物之異氰酸酯基,與分子内具有活性氫基且更具有咔唑 環及/或偶氮苯骨架之化合物之活性氫基反應得到的化合 物,例如下列構造式所示者,但也可使用其他適當者。 11 201030104Further, a compound obtained by reacting an isocyanate group having an isocyanate compound of a trimeric isocyanate ring in the molecule with an active hydrogen group of a compound having an active hydrogen group and having an oxazole ring and/or an azobenzene skeleton in the molecule, for example, The following structural formula is shown, but other appropriate ones may be used. 11 201030104

12 20103010412 201030104

HN—C—N HN—C—NHN-C-N HN-C-N

N=NN=N

13 20103010413 201030104

I C2H5 在此,「源自具有三聚異氰酸酯環之異氰酸酯化合物 的異氰酸酯基」,係指為了合成具有三聚異氰酸酯環之異 氰酸酯化合物而利用之聚異氰酸酯化合物的異氰酸酯基。 14 201030104 又,「其異氰酸酯基與活性氫基之反應產生的胺酯鍵及腺 鍵」,包含於所有階段該異氰酸酯基與活性氫基反應產生 的胺酯鍵及脲鍵。I C2H5 Here, the "isocyanate group derived from an isocyanate compound having a trimeric isocyanate ring" means an isocyanate group of a polyisocyanate compound used for synthesizing an isocyanate compound having a trimeric isocyanate ring. 14 201030104 Further, "amine ester bonds and gland bonds produced by the reaction of an isocyanate group with an active hydrogen group" include an amine ester bond and a urea bond which are produced by reacting the isocyanate group with an active hydrogen group at all stages.

順帶一提,具有可與異氰酸酯基反應之活性氫基且更 具有聚胺酯分子鏈之化合物與上述異氰酸酯基反應時,及 具有可與異氰酸酯基反應之活性氫基且更具有聚尿素分子 鏈之化合物與上述異氰酸醋基反應時,及最終成為具有與 其為相同構造之分子鏈之情形,該異氰酸酯基與活性氫基 反應產生的胺酯鍵或脲鍵之數目均當然為i。藉由使用如 此的顏料分散劑,分散介質與顏料表面的親和性可提高, 故可得到顏料分散性、流動性、分散安枝優異的_分 散物。又’其顏料分散物用於黑色矩陣或彩色濾光片時, 可知到優異的塗佈適性、顯影適性。 上述二異氰酸醋化合物’例如:伸乙基二異氰酸醋、 伸丙基二異氰酸酯、伸丁基二異氛酸醋、六亞甲基二異氛 旦:ϋ 一甲基'、亞甲基—異氰酸酯等脂肪族二異氰酸酯; 異佛爾酮二異氰酸醋、“,一二環己基甲燒 降茨院二異氰酸醋㈣環式二異氰酸甲苯^ 酯、4,4’ _二苯基甲烷二異 、 贫-田故 ^本一異氰酸酯、 1’5-萘二異氰酸酯等芳香族二異氰酸酯等。 依據此等的二異氰酸酉旨化合物合成分子内 氰酸醋環之異氰酸S旨化合物時,可使用已知方:有二以 例而言,可於醋系溶劑、,系溶劑、醇系 的 混合溶劑中加入二異氦酸醋化合物, =獨或 〃、二聚異氰酸 15 201030104 醋化觸媒、助觸媒存在下,較佳為於3〇〜1〇代之反應溫 度=應而三聚異氰酸醋化,並合成分子内具有三聚異氛 酸醋環之異氰酸醋化合物。又,關於三聚異氛酸醋環之形 成或異氰酸醋基之數目,可由滴定、折射率、黏度、㈣ 定等進行。 ❿ 上述分子内具有活性氫基及咔唑環之化合物,只要是 具有可與異氦酸醋基反應的活性氫基(胺基、經基、羧基 等)且更具有㈣環之化合物即可,其種類不特別限定,例 如3_胺基味唾、2_胺基味唾、3_胺基_n—9—乙基味嗤等。 又,上述分子内具有㊉性氫基與偶&amp;苯骨架之化合 物,只要是具有可與異氰酸醋基反應之活性氫I (胺基、 羥基、羧基等)且更具有偶氮笨骨架之化合物即可,其種類 不特別限定’例如:3_胺基偶氮苯、4 —胺基偶氮苯等。 又’利用以符合上述條件之方式,使分子内具有三聚 ❹ 異㈣醋化合物’及分子内具有活性氮基 ^更^有味唾環及/或偶氮苯骨架之化合物反應獲得的顏 料分散劑,能良好得到本發明之效果。 奸兵加述顏料刀散劑除了前述具有味唾環及/或偶氮 :月:、之,口物以外’也可與一末端具有與異氛酸醋基反 μ之活性虱基(胺基、羥基、羧基等)之聚酯或聚醚等反應。 上述顏料分散劑可單獨使用也可併用2種以上。又, 從化口物本身製造之容易性的方面觀之’具有偶氮苯骨架 之化合物比起含有咔唑環之化合物更有利。 發月之顏料分散物中,上述聚胺酯系分散劑之使用 16 .201030104 置,相對於使用之總顏料100質量份,通常為1〜200質量 伤’較佳為1〜60質量份。聚胺酯系分散劑之使用量小於1 質量份則顏料分散性有時降低。另一方面,超過200質量 份時’顯影性有降低之虞。 (有機溶劑) 本發明之顏料分散物使用之有機溶劑,具體而言,例 如.乙二醇單甲醚、乙二醇單乙醚、乙二醇單異丙醚、乙 ❹一醇單丁醚、二乙二醇單曱醚、二乙二醇單乙醚、丙二醇 早曱醚、丙二醇單乙醚、丙二醇單丁醚、二乙二醇二乙醚、 二乙二醇二甲趟、二乙二醇甲乙醚等鱗系有機溶劑;6二醇 單甲醚乙酸S曰、乙二醇單乙醚乙酸酯、乙二醇單丁醚乙酸 S丙一醇單甲鍵乙酸輯、丙二醇單乙_乙酸醋等鍵醋系 有機/奋劑’甲基異丁基酮、環己酮、庚酮、占-丁内酯等 嗣糸有機溶劑;2-經基丙酸甲醋、2_經基丙酸乙醋、2_經基 甲基丙酸乙酉曰' 3-甲基一 3-甲氧基丁基丙酸酯、3_甲氧 籲基丙酸曱醋、3-曱氧基丙酸乙醋、3_乙氧基丙酸甲醋、3_ 乙氧基丙酸乙酷、^ 乙氧基乙酸乙酯、羥基乙酸乙酯、甲酸 曰等S曰系有機溶劑;甲醇、乙醇、異丙醇、丁醇等醇系 劑,N甲基比洛明、N,N—二甲基甲酿胺、N,卜二甲基乙醯 胺等含氮系有機溶劑等。此等可單獨使用或混合2種以上 使用。 (顏料分散助劑) 又本發明中,為了使顏料分散性、保存中之分散安 疋性或流動性提高,宜併用顏料分散助劑。 17 201030104 上述顏料分散助劑,可使用酜青素系衍生物、葱酿系 衍生物、二酮吡咯并吡咯系衍生物、二蒽醌基 (diantrhaquinonyD系衍生物、二嗶哄系衍生物笨并咪 唑(benzimidazole)系衍生物、喹吖啶酮(quinacrid〇ne) 系衍生物等。顏料分散助劑’可視顏料種類適當選擇,且 可單獨使用也可併用2種以上。 本發明之顏料分散物中,上述顏料分散助劑之使用 量,相對於總顏料通常為3〇質量%以下,較佳為卩丨〜別 質量%。顏料分散助劑之使用量即使超過前述範圍,顏料分 _ 散效果有也不會更提高的傾向。 〈顏料分散物之製造方法〉 以下說明使用以上材料製造顏料分散物之方法之例。 為了製造本發明之顏料分散物,可使用以往公知的製 法,例如可利用以下製法製造。 首先’得到由顏料、顏料分散劑、有機溶劑、及視需 要的顏料分散助劑構成的混合物。將得到的混合物以輥磨 機捏揉機、南速挽拌裝置珠磨機、球磨機、砂磨機、超 9波分散機、高壓分散機等各種分散機進行捏揉並進行分 散處理’得到顏料分散物。 又’本發明之顏料分散物也可預先含有黏結劑樹脂(鹼 可溶性樹脂、光聚合性化合物等)。 〈彩色濾光片用顏料分散光阻組成物〉 其次’對於含有上述彩色濾光片用顏料分散物之彩色 遽光片用顏料分散光阻組成物更詳細説明。 18 201030104 上述彩色濾光片用顏料分散光阻組成物,為具有活性 能量線硬化性,且可驗顯影的光阻組成物。且,上述顏料 分散物以外,尚可適當含有驗可溶性樹脂,光聚合性化人 物、光聚合起始劑、視需要的有機溶劑、熱聚合禁止劑: 用於使與基板之密合性提高的矽烷偶聯劑或鈦酸鹽偶聯 劑、紫外線吸收劑、抗氧化劑等各種添加劑。 本發明之黑色矩陣使用的彩色濾光片用顏料分散光阻 組成物使用在黑色矩陣用途時,組成物中之顏料使用量, 相對於彩色濾光片用顏料分散光阻組成物之總固體成分, 以質量分率計’使用顏料之合計量較佳為5〜6q質量%,較 佳為10〜30質量%之範圍。 又’於彩色渡光片之各色像素形成之用途使用時,誕 成物中之有機顏料使用4,相對於彩色瀘m顏料分散 光阻組成物之總固體成分,μ量分率計,制之有機顏 料合計量較佳為5〜8〇質量%,較佳為2〇〜5〇質量%之範圍。 上述彩色濾光片用顏料分散光阻組成物中,顏料分散 劑之使用量,相對於有機顏料100質量份,通常為1〜2〇〇 質量份’較佳為1〜60質量份。若小於i質量份,顏料分 散性有時會降低。另一方面,超過200質量份時,顯影性 有降低之虞。 上述彩色濾光片用顏料分散光阻組成物中,顏料分散 助劑之使用量,相對於著色顏料通常為30質量%以下,較 佳為0.1〜20質量%。即便超過3〇質量%,有時也有顏料分 散效果未更為提高的傾向。 19 201030104 (鹼可溶性樹脂) 其次,於顯影特性賦予等目的,就構成本發明之彩色 濾光片用顏料分散光阻組成物之鹼可溶性樹脂而言,製造 彩色遽光片時’其顯影處理步驟中使用的顯影液,尤佳為 對於鹼顯影液具有可溶性者即可,不特別限定。其中,具 有羧基之鹼可溶性樹脂宜為佳,尤佳為具有丨個以上羧基 之乙烯性不飽和單體與其他可共聚合之乙烯性不飽和單體 的共聚物。 具體而言,例如丙烯酸、曱基丙烯酸等具有羧基之乙 β 烯性不飽和單體,與可與具有該羧基之乙烯性不飽和單體 共聚合之選自苯乙烯、丙烯酸2-羥基乙酯、甲基丙烯酸2_ 羥基乙酯、丙烯酸烯丙酯、甲基丙烯酸烯丙酯、丙烯酸苄 酯、甲基丙烯酸苄酯、丙烯酸環己酯、甲基丙稀酸環己酯、 單丙烯酸甘油酯、曱基丙烯酸甘油酯、Ν_笨基馬來醯亞胺、 聚苯乙稀巨單體及聚甲基丙烯酸甲醋巨單體構成之群組中 至少1種乙烯性不飽和單體的共聚物。 上述共聚物之酸價,宜為50〜300mgK〇H/g。於此情形,© 若酸價小於50mgKOH/g ’則光阻組成物對於鹼顯影液的溶 解性有降低的傾向。另一方面,若超過3〇〇mgK〇H/g,則對 於驗顯影液的溶解性變得過大,以鹼顯影液進行顯影時, 有發生著色層從基板脱落或著色層表面的膜變得粗輪的傾 向。 又’本發明中,酸價為理論酸價,係指依據具有緩基 之乙烯性不飽和單體及其使用量以算術求得之値。 20 201030104 本發明中,鹼可溶性樹脂之重量平均分子量通常宜為 1,〇〇〇〜1〇〇,〇〇〇。鹼可溶性樹脂之重量平均分子量小於 1,0 0 0 ’則對於驗顯影劑之溶解性提离女夕 肝达捉π太多,有時已經硬化 的光阻皮膜會溶出。 另一方面,超過1 00,000時,對於有機溶劑的溶解性 降低,且光阻皮膜之未硬化部分的基板上或遮光層上會發 生剝皮(scumming)或膜殘留’且,有時光阻組成物的黏度 會變高。 上述彩色濾光片用顏料分散光阻組成物中,上述驗可 溶性樹脂之使用量’相對於使用的總顏料1 〇〇質量份,通 常為10〜1,000質量份,較佳為20〜500質量份。鹼可溶 性樹脂之使用量小於10質量份時,例如可能發生鹼顯影性 降低,或未曝光部之基板上或遮光層上發生剝皮(scu咖ing) 或膜殘留。另一方面,若超過1,〇〇〇質量份,顏料濃度相 對下降,因此當製成薄膜,可能難以達成目的色濃度。 (光聚合性化合物) 其次,為了於曝光部使硬化皮膜形成,對於構成本發 明之彩色濾、光片用顏料分散光阻組成物之光聚合性化合物 進行説明。 上述光聚合性化合物’例如:分子内具有1個以上光 聚合性不飽和鍵的單體、募聚物等。 分子内具有1個光聚合性不飽和鍵之單體,例如:曱 基丙烯酸甲酯、甲基丙烯酸丁酯、甲基丙烯酸2-乙基己醋、 丙烯酸曱酯、丙烯酸丁酯、丙烯酸2-乙基己酯等曱基丙稀 21 201030104 酸院酯或丙烯酸炫•酯;曱基丙烯酸苄酯、丙婦酸苄酯等曱基 丙烯酸芳烷酯或丙烯酸芳烷酯;甲基丙烯酸丁氧基乙酯、丙 烯酸丁氧基乙酯等甲基丙烯酸烷氧基烷基酯或丙烯酸烷氣 基烷基酯;甲基丙烯酸N,N-二曱基胺基乙酯、丙烯酸N, 二甲基胺基乙酯等甲基丙烯酸胺基烷酯或丙烯酸胺基院自旨; 二乙二醇乙醚、三乙二醇丁醚、二丙二醇甲醚等聚烯烴二Incidentally, a compound having an active hydrogen group reactive with an isocyanate group and having a molecular chain of a polyurethane is reacted with the above isocyanate group, and a compound having an active hydrogen group reactive with an isocyanate group and having a polyurea molecular chain is In the case where the above isocyanate group is reacted, and finally, it has a molecular chain having the same structure, the number of amine ester bonds or urea bonds produced by the reaction of the isocyanate group with the active hydrogen group is of course i. By using the pigment dispersant as described above, the affinity of the dispersion medium to the surface of the pigment can be improved, so that a pigment dispersion property, fluidity, and dispersion of the dispersion can be obtained. Further, when the pigment dispersion was used for a black matrix or a color filter, excellent coating suitability and development suitability were observed. The above-mentioned diisocyanate compound 'for example: ethyl diisocyanate, propyl diisocyanate, butyl diiso-succinic acid vine, hexamethylene diisodine: ϋ monomethyl', sub Aliphatic diisocyanate such as methyl-isocyanate; isophorone diisocyanate, ", dicyclohexylmethyl carbazide diisocyanate (tetra) toluene diisocyanate, 4, 4 '_Diphenylmethane diiso, lean-field, such as monoisocyanate, 1'5-naphthalene diisocyanate, etc., etc. Synthesis of intramolecular cyanate ring according to such diisocyanate compounds When the isocyanate S is a compound, a known one can be used: in two cases, a diisophthalic acid vinegar compound can be added to a vinegar-based solvent, a solvent, or an alcohol-based mixed solvent, = alone or 〃 Dimeric isocyanic acid 15 201030104 In the presence of vinegar catalyst or co-catalyst, it is preferably a reaction temperature of 3〇~1〇 = acetylation of trimeric isocyanate and synthesis of trimeric in the molecule An isocyanate compound of an isosteric acid ring. Further, regarding the formation of a trimeric isocyanate ring or the number of isocyanate groups, It can be determined by titration, refractive index, viscosity, (4), etc. 化合物 The compound having an active hydrogen group and a carbazole ring in the above molecule, as long as it has an active hydrogen group (amine group, meridine group, The carboxy group or the like may further have a compound of the (tetra) ring, and the type thereof is not particularly limited, and examples thereof include, for example, 3-amino-based saliva, 2-amino-based saliva, 3-amino-N-9-ethyl miso, and the like. a compound having a deuterohydro group and an even &amp; benzene skeleton in the above molecule, as long as it has an active hydrogen I (amine group, a hydroxyl group, a carboxyl group, etc.) reactive with an isocyanate group and has an azo stupid skeleton. The compound may be, and the kind thereof is not particularly limited, for example, '3-aminoazobenzene, 4-aminoazobenzene, etc.. Further, the molecule has a trimerization (tetra) vinegar compound in such a manner as to satisfy the above conditions. 'The pigment dispersant obtained by reacting a compound having a reactive nitrogen group and a stimulating saliva ring and/or an azobenzene skeleton in the molecule can well obtain the effect of the present invention. The traitor adds a pigment knife powder in addition to the aforementioned taste. Salivary ring and / or azo: month:, it, outside the mouth 'can also a polyester or a polyether which reacts with an active sulfhydryl group (amino group, a hydroxyl group, a carboxyl group, etc.) of the oleic acid sulfonate group at the one end. The above-mentioned pigment dispersing agent may be used singly or in combination of two or more kinds. The aspect of the ease of manufacture of the chemical substance itself is more advantageous than the compound having an azobenzene skeleton. The use of the above polyurethane-based dispersing agent in the pigment dispersion of the moon is 16.201030104 It is usually 1 to 200 mass damages, preferably 1 to 60 parts by mass, based on 100 parts by mass of the total pigment used. When the amount of the polyurethane-based dispersant is less than 1 part by mass, the pigment dispersibility sometimes decreases. When the amount exceeds 200 parts by mass, the developability is lowered. (Organic solvent) The organic solvent used in the pigment dispersion of the present invention, specifically, for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol Alcohol monoisopropyl ether, ethoxylated monobutyl ether, diethylene glycol monoterpene ether, diethylene glycol monoethyl ether, propylene glycol early oxime ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, diethylene glycol diethyl ether, Diethylene glycol dimethyl hydrazine a scaly organic solvent such as diethylene glycol methyl ether; 6 diol monomethyl ether acetate S 曰, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate S propanol monomethyl acetate, propylene glycol B-acetic acid vinegar and other key vinegar organic / stimulant 'methyl isobutyl ketone, cyclohexanone, heptanone, octanyl-butyrolactone and other organic solvents; 2-methacrylic acid methyl vinegar, 2_ Ethyl propionate, acetaminophen-2-yl-methyl 3-methoxybutylpropionate, 3-methoxypropionic acid vinegar, 3-methoxypropane Acidic vinegar, ethyl 3-acetoxypropionate, ethyl ethoxylate, ethyl ethoxyacetate, ethyl hydroxyacetate, cesium formate, and other S-based organic solvents; methanol, ethanol, and An alcohol-based agent such as propanol or butanol, or a nitrogen-containing organic solvent such as N-methylpyramine, N,N-dimethylamine, N, or dimethylacetamide. These may be used alone or in combination of two or more. (Pigment Dispersing Aid) In the present invention, in order to improve the dispersibility of the pigment, the dispersion stability during storage, or the fluidity, it is preferred to use a pigment dispersing aid in combination. 17 201030104 The above pigment dispersing aid can be used as an anthraquinone derivative, a scallion derivative, a diketopyrrolopyrrole derivative, a dimercapto group (diantrhaquinony D derivative, a diterpene derivative) Imidazole (benzimidazole) derivative, quinacridone derivative, etc. The pigment dispersing aid is appropriately selected depending on the type of the pigment, and may be used singly or in combination of two or more kinds. In the above, the amount of the pigment dispersing aid to be used is usually 3% by mass or less, preferably 卩丨% by mass based on the total pigment. The amount of the pigment dispersing aid used exceeds the above range, and the pigment dispersion effect is dispersed. <Method for Producing Pigment Dispersion> An example of a method for producing a pigment dispersion using the above materials will be described below. In order to produce the pigment dispersion of the present invention, a conventionally known production method can be used, for example, Manufactured by the following method. Firstly, a mixture of a pigment, a pigment dispersant, an organic solvent, and optionally a pigment dispersing aid is obtained. The mixture is kneaded and dispersed by various dispersers such as a roll mill kneader, a south speed mixing device bead mill, a ball mill, a sand mill, a super 9-wave disperser, a high-pressure disperser, etc. to obtain a pigment dispersion. Further, the pigment dispersion of the present invention may contain a binder resin (alkali-soluble resin, photopolymerizable compound, etc.) in advance. <Pigment-dispersing photoresist composition for color filters> Next, for the color filter containing the above-mentioned color filter The color dispersion sheet of the pigment dispersion is described in more detail by the pigment dispersion resist composition. 18 201030104 The pigment dispersion photosensitive composition for the above color filter is composed of a photoresist having active energy ray hardenability and being developable. In addition to the above pigment dispersion, a soluble resin, a photopolymerizable person, a photopolymerization initiator, an optional organic solvent, and a thermal polymerization inhibitor may be appropriately contained: for adhesion to a substrate Various additives such as an improved decane coupling agent or a titanate coupling agent, an ultraviolet absorber, an antioxidant, etc. Color filter used in the black matrix of the present invention The pigment dispersion-dispersing composition for a sheet is used in a black matrix application, and the amount of the pigment used in the composition is relative to the total solid content of the pigment dispersion resist composition of the color filter, and the mass fraction is used. The total amount is preferably from 5 to 6 % by mass, preferably from 10 to 30% by mass. Further, when used in the formation of color pixels of a color light-draining sheet, the organic pigment in the raw material is used in 4, as opposed to The total solid content of the color 泸m pigment dispersion resist composition, and the total amount of the organic pigment produced is preferably 5 to 8 〇 mass%, preferably 2 〇 to 5 〇 mass%. In the pigment dispersion resist composition for a color filter, the amount of the pigment dispersant used is usually 1 to 2 parts by mass 'preferably 1 to 60 parts by mass based on 100 parts by mass of the organic pigment. If it is less than i part by mass, the pigment dispersibility sometimes decreases. On the other hand, when it exceeds 200 parts by mass, the developability is lowered. In the pigment dispersion resist composition for a color filter, the amount of the pigment dispersing aid to be used is usually 30% by mass or less, preferably 0.1 to 20% by mass based on the coloring pigment. Even if it exceeds 3% by mass, the pigment dispersion effect tends to be not improved. 19 201030104 (alkali-soluble resin) Next, in the case of the alkali-soluble resin constituting the pigment-dispersed photoresist composition for a color filter of the present invention for the purpose of imparting development characteristics and the like, the development processing step is performed when a color calender sheet is produced. The developer to be used is not particularly limited as long as it is soluble in the alkali developer. Among them, an alkali-soluble resin having a carboxyl group is preferred, and a copolymer of an ethylenically unsaturated monomer having more than one carboxyl group and another copolymerizable ethylenically unsaturated monomer is particularly preferred. Specifically, an ethyl beta olefinically unsaturated monomer having a carboxyl group such as acrylic acid or mercaptoacrylic acid, and a copolymerizable with an ethylenically unsaturated monomer having the carboxyl group are selected from the group consisting of styrene and 2-hydroxyethyl acrylate. 2, hydroxyethyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, glyceryl monoacrylate, Copolymer of at least one ethylenically unsaturated monomer in the group consisting of glyceryl methacrylate, Ν_stupyl maleimide, polystyrene macromonomer and polymethyl methacrylate macromonomer . The acid value of the above copolymer is preferably from 50 to 300 mg K 〇 H / g. In this case, if the acid value is less than 50 mgKOH/g', the solubility of the photoresist composition to the alkali developer tends to be lowered. On the other hand, when it exceeds 3 〇〇 mg K 〇 H / g, the solubility in the developer is too large, and when the development is performed with an alkali developer, the colored layer may be detached from the substrate or the film on the surface of the colored layer may become The tendency of the thick wheel. Further, in the present invention, the acid value is a theoretical acid value, which means an arithmetically determined enthalpy based on an ethylenically unsaturated monomer having a slow group and its use amount. 20 201030104 In the present invention, the weight average molecular weight of the alkali-soluble resin is usually preferably 1, 〇〇〇 1 〇〇, 〇〇〇. The weight average molecular weight of the alkali-soluble resin is less than 1,0 0 ', and the solubility of the developer is removed to remove the π too much, and sometimes the hardened photoresist film is dissolved. On the other hand, when it exceeds 100,000, the solubility in an organic solvent falls, and scumming or film residue may occur on the uncured portion of the photoresist film or on the light shielding layer, and sometimes the photoresist composition may be present. The viscosity will become higher. In the pigment dispersion resist composition for a color filter, the amount of the above-mentioned soluble resin used is usually 10 to 1,000 parts by mass, preferably 20 to 500 parts by mass based on 1 part by mass of the total pigment used. Parts by mass. When the amount of the alkali-soluble resin used is less than 10 parts by mass, for example, alkali developability may be lowered, or peeling or film residue may occur on the substrate or the light-shielding layer of the unexposed portion. On the other hand, if the amount of the pigment exceeds 1, the amount of the pigment is relatively lowered, so that when the film is formed, it may be difficult to achieve the target color concentration. (Photopolymerizable compound) Next, in order to form a cured film in the exposed portion, a photopolymerizable compound constituting the pigment-dispersing photoresist composition for a color filter or a light sheet of the present invention will be described. The photopolymerizable compound 'e.g., a monomer having one or more photopolymerizable unsaturated bonds in the molecule, a polymer, and the like. a monomer having one photopolymerizable unsaturated bond in the molecule, for example, methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, decyl acrylate, butyl acrylate, acrylic acid 2- Mercaptopropyl acrylate such as ethylhexyl ester 21 201030104 Acid ester or acrylic acid ester; aryl methacrylate or aryl acrylate such as benzyl methacrylate or benzyl propyl acrylate; Ethyl alkoxyalkyl methacrylate or alkyl alkoxyalkyl acrylate such as ethyl ester or butoxyethyl acrylate; N,N-didecylaminoethyl methacrylate, N, dimethylamine acrylate Alkyl methacrylate such as ethyl methacrylate or amide based acrylate; diethylene glycol diethyl ether, triethylene glycol butyl ether, dipropylene glycol methyl ether and other polyolefins

醇烷基醚之甲基丙烯酸酯或丙烯酸酯;六乙二醇苯基鱗等 聚烯烴二醇芳基醚之甲基丙烯酸酯或丙烯酸酯;甲基丙歸 酸異莰酯或丙烯酸異莰酯;甲基丙烯酸甘油酯或丙稀酸甘 油酯;甲基丙烯酸2-羥基乙酯或丙烯酸2-羥基乙酯等。 又’分子内具有2個以上光聚合性不飽和鍵之單體, 例如:二曱基丙烯酸雙酚A酯、二曱基丙烯酸;[,4-丁二醇 醋、二甲基丙烯酸1,3-丁二醇酯、二曱基丙烯酸二乙二醇 西曰、一曱基丙晞酸甘油酯、二曱基丙稀酸新戊二醇酯、二a methacrylate or acrylate of an alcohol alkyl ether; a methacrylate or acrylate of a polyolefin diol aryl ether such as hexaethylene glycol phenyl scale; isodecyl methacrylate or isodecyl acrylate ; glyceryl methacrylate or glyceryl acrylate; 2-hydroxyethyl methacrylate or 2-hydroxyethyl acrylate. Further, a monomer having two or more photopolymerizable unsaturated bonds in the molecule, for example, dimercaptoacrylic acid bisphenol A ester, dimercaptoacrylic acid; [, 4-butanediol vinegar, dimethacrylic acid 1,3 - Butylene glycol ester, diethylene glycol diethylene glycol oxime, glyceryl monodecyl decanoate, neopentyl glycol dimercapto acrylate, two

甲基丙烯酸聚乙二醇酯、二甲基丙烯酸聚丙二醇酯、二甲 基丙烯酸四乙二醇酯、三羥甲基丙烷三甲基丙烯酸酯、三 甲基丙烯酸季戊四醇酯、四甲基丙烯酸季戊四醇酯 '四甲 基丙烯酸二季戊四醇酯、六曱基丙烯酸二季戊四醇酯、五 甲基丙烯酸二季戊四醇酯、二丙烯酸雙酚4酯、二丙烯酸 1,4-丁二醇酯、二丙烯酸1&gt;3_丁二醇酯、二丙烯酸二乙二 醇酯、二丙烯酸甘油酯、二丙烯酸新戊二醇酯、二丙烯酸 聚乙二醇醋、二丙烯酸聚丙二醇醋、二丙烯酸四乙二醇醋、 三羥曱基丙烷三丙烯酸醋、三丙烯酸季戊四醇醋、四丙辦 酸季戊四醇酯、四丙烯酸二季戊四醇酯、六丙烯酸二季力 22 201030104 四醇酯、五丙烯酸二季戊四醇酯等。此等單體,可單獨使 用也可組合2種以上使用。 本發明中,上述光聚合性化合物之使用量,相對於上 述彩色濾光片用顏料分散光阻組成物中之總固體成分以 質量分率計,較佳為3〜50質量%的範圍。 (光聚合起始劑) 其次,為了使以光聚合性聚合之構成本發明之彩色濾 光片用顏料·^散光阻組成物之光聚合起始劑,不特別阳定, ❿例如:二苯基酮、N,N,-四乙基_4,4,_二胺基二笨基酮、 4-甲氧基-4,_二甲基胺基二苯基酮、苄基、22_二乙氧基 本乙酮、女息香、安息香甲醚、安息香異丁醚、苄基二甲 基縮酮、α-羥基異丁基苯酮、噻噸酮、2_氯噻噸綱、1一 羥基環己基苯酮、第三丁基蒽醌、卜氣蒽醌、2,3 —二氣荩 醌、3-氯-2-甲基蒽醌、2-乙基蒽醌、一萘醌、υ一苯并 蒽醌、1,4-二甲基蒽醌、2_苯基蒽醌、2_甲基一(曱硫 • 基)苯基卜2-口末嘴基丙_卜酮、三哄系光聚合起始劑等。此 等的光聚合起始劑可單獨使用,也可組合2種以上使用。 本發明中,上述光聚合起始劑之使用量,相對於上述 彩色濾光片用顏料分散光阻組成物中之總固體成分,以質 量分率計’較佳為1〜2〇質量%的範圍。 (有機溶劑) 其次,為了使稀釋為適度濃度或流動性提高,構成本 發明之衫色據光片用顏料分散光阻組成物之有機溶劑,、係 與上述列舉的彩色濾光片用顏料分散物為同樣者, 佳 23 201030104 為:於常壓(1.013xl02kPa)的沸點為1〇〇〜22〇。〇的酯系有 j溶劑、醚系有機溶劑、醚醋系有機溶劍、酮系有機溶劑、 芳香族烴溶劑及含氮系有機溶劑等。 此等有機溶劑具體而言,例如與上述有機溶劑為同樣 者。此等有機溶劑之中,從溶解性、分散性、塗佈性等之 觀點且為二乙二醇二曱基醚、二乙二醇甲基乙醚、乙二 醇單甲趟乙酸醋、丙二醇單甲趟乙酸醋、丙二醇單乙鍵乙 酸自曰環己酮、2-庚酮、2-羥基丙酸乙酯、3-甲基-3-甲氧 基丁基丙酸酯、3-曱氧基丙酸乙酯、3_乙氧基丙酸曱酯、❿ 甲酸正戊酯,更佳為丙二醇單甲醚乙酸酯。 又’此等有機溶劑,由上述鹼可溶性樹脂之溶解性、 顏料分散性、塗佈性等的觀點,含量宜為本發明之彩色濾 光片用顏料分散光阻組成物使用之總有機溶劑中的質 量%以上,更佳為70質量%以上。 又’右含有多量沸點超過2 2 0 °C的有機溶劑,則將塗 佈形成的塗膜預烘烤時,有機溶劑不會充分蒸發而殘存於 乾燥塗膜内,乾燥塗膜的耐熱性有降低之虞。又,若含有 ® 夕量沸點低於1 〇 〇 °C之有機溶劑’則無斑點地均勻塗佈變 得困難’可能無法得到表面平滑性優異的塗膜。 (其他添加劑) 本發明之彩色濾光片用顏料分散光阻組成物中,視需 要可適當使用其他的光聚合性化合物、熱聚合禁止劑、紫 外線吸收劑、抗氧化劑等各種添加劑。 〈彩色濾光片用顏料分散光阻組成物之製造方法&gt; 24 .201030104 * 使用以上的構成材料說明复造本發明之彩色滤光片用 顏料分散光阻組成物之方法。此為較佳實施形態之例子, 本發明不限於此。 為了從前面記載的構成材料製造本發明之彩色遽光片 /用顏料分散光阻組成物,可利用於由上述方法得到的顏料 ,散物中加入上述光聚合性化合物、光聚合起始劑、鹼可 /合佳樹月日、及視需要的有機溶劑、其他添加劑,並使用授 • 拌裝置等進行攪拌混合的方法。 [實施例] 以下舉實施例對於本發明更詳細説明,但本發明不僅 限於此等的實施例。又,如此特別指明’「%」意指「質量 %」,「份」意指「質量份」' [彩色濾光片用黑色顏料分散物、彩色濾光片用黑色顏料分 散光阻組成物] 〈顏料分散劑〉 % &lt;分散劑1&gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量2〇〇〇之聚己 内_5曰220伤、於一末端具有經基之分子量iQ〇〇之聚乙二醇 (商品名:UNIOXM-1 000日油(股)製)54.6份、甲苯二異氰 酸知系聚異氰酸醋之乙酸丁酯50%溶液(商品名CORONATE 2030 Nippon polyurethane industry co. ltd 製)179.1 份’於約80t:保持3小時,使異氰酸酯基與羥基反應,其 -欠,加入3-胺基-9-乙基咔唑35. 9份,於約9(TC保持1小 25 201030104 時’使異氰酸酯基與胺基反應,其次,加入丙二醇單甲驗 乙酸醋510g,得到顏料分散劑1(固體成分4〇%)。(味啥環 比率:約50%) 〈分散劑2&gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量3〇〇〇之聚己 内酯245份、甲苯二異氰酸酯系聚異氰酸酯之乙酸丁醋5〇% 溶液(商品名 CORONATE 2030 Nippon polyurethane industry co. ltd 製)171. 5 份,於約 80°C 保持 3 小時, © 使異氰酸酯基與羥基反應,其次,加入3-胺基_9_乙基味 嗤51.5份’於約90C保持1小時’使異氰酸酯基與胺基 反應,其次加入丙二醇單曱醚乙酸酯487g,得到顏料分散 劑2(固體成分40%)。(味。坐環比率:約75%) 〈分散劑3&gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量2〇〇〇之聚己 内醋220伤、於一末端具有經基之分子量i〇QQ之聚乙-醇 ❹ (商品名:UNIOX M-1000,日油(股)製)54_ 6份、甲笨二異 氰酸酯系聚異氰酸酯之乙酸丁酯50%溶液(商品名 CORONATE2030 Nippon polyurethane industry co. ltd 製)17 2. 3份’於約8 0 C保持3小時’使異氰酸醋基與經基 反應,其次加入4 -胺基偶氮笨32.4份,於約90 °C保持1 小時,使異氰酸酯基與胺基反應’其次,加入丙二醇單甲 醚乙酸酯500g’得到顏料分散劑3(固體成分4〇%)。(偶氮 26 201030104 苯骨架比率:約50%) 〈分散劑4 &gt; 於具借回流冷卻管、氮氣導入管、授拌棒、溫度計之 四口燒瓶中’加入於一末端具有經基之分子量1〇〇〇之聚己 内醋245份、甲笨二異氰酸酯系聚異氰酸酯之乙酸丁酯50% 溶液(商品名:CORONATE2030 Nippon polyurethane industry co. itd 製)222.8 份,於約 80X:保持 3 小時, 使異氰酸酯基與羥基反應’其次’加入4-胺基偶氮苯34. 9 ❿ 份’於約90°C保持1小時,使異氰酸酯基與胺基反應,其 次,加入丙二醇單甲醚乙酸酯475g,得到顏料分散劑4(固 體成分40%)。(偶氮苯骨架比率:約42%) 〈分散劑5&gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量1〇〇〇的聚己 内醋245份、曱苯二異氰酸酯系聚異氰酸酯之乙酸丁醋5〇% •溶液(商品名:CORONATE2030 Nippon polyurethane industry co· ltd 製)173· 3 份,於約 801:保持 3 小時, 使異氰酸酯基與羥基反應,其次加入3_胺基乙基味嗤 1 7. 3份’於約9(rc保持1小時使異氰酸酯基與胺基反應, 其次加入丙二醇單曱醚乙酸酯436g,得到顏料分散劑5(固 體成分40%)〇 (咔唑環比率約25%)。 〈分散劑6 &gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度叶之 四口燒瓿中,加入於一末端具有羥基之分子量1〇〇〇之聚己 27 201030104 内S曰245份、甲苯二異氰酸醋系聚異氰酸醋之乙酸丁醋go% 溶液(商品名:CORONATE2030 Nippon p〇lyurethane industry co. ltd 製)173. 3 份,於約 80T:保持 3 小時, 使異氛酸醋基與赵基反應’其次加入4 -胺基偶氣^苯16 3 份’於約90°C保持1小時’使異氰酸酯基與胺基反應,其 次’加入丙二醇單曱醚乙酸酯43 5g,得到顏料分散劑6 (固 體成分40%)。(偶氮苯骨架比率約25%)。 〈分散劑7&gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 ❹ 四口燒瓶中,加入於一末端具有羥基之分子量3〇〇〇之聚己 内酯245份、曱苯二異氰酸酯系聚異氰酸酯之乙酸丁醋5〇% 溶液(商品名:CORONATE.2030 Nippon p〇lyUrethane industry co. ltd 製)171. 5 份’於約 8(TC 保持 3 小時, 使異氰酸酯基與經基反應,其次加入4-胺基偶氮苯48.3 份,於約90°C保持1小時,使異氰酸酯基與胺基反應,其 次’加入丙二醇單甲醚乙酸酯482g’得到顏料分散劑7(固 體成分40%)。(偶氮苯骨架比率:約75%)。 〈分散劑8&gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有經基之分子量1000之聚己 内酯245份、曱苯二異氰酸酯系聚異氰酸酯之乙酸丁酯50% 溶液(商品名:CORONATE2030 Nippon p〇lyurethane industry co. ltd 製)222. 8 份’於約 80°C 保持 3 小時, 使異氰酸酯基與羥基反應’其次’加入3-胺基-9-乙基咔 28 201030104 唑14.9份及4-胺基偶氮苯2〇9份,於約9〇。(:保持1小時, 使異氰酸酯基與胺基反應,其次,加入丙二醇單曱醚乙酸 酯475g,得到顏料分散劑8(固體成分4〇%)。(咔唑環+偶 氮苯骨架比率:約4 2 %) 〈分散劑9 &gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量2〇〇〇之聚己 内酯48.5份、曱苯二異氰酸酯系聚異氰酸酯之乙酸丁酯 50%溶液(商品名:COR〇NATE2〇3〇 Nipp〇np〇iy㈣让· industry C0. itd製)157 5份,於約8〇它保持3小時, 使異氰酸醋基與羥基反應,其次,加入4_胺基偶氮苯54·2 份,於約9G°C保持1小時,使異氰㈣基與胺基反應,其 次,加入丙二醇單甲醚乙酸酯193g,得到顏料分散劑9(固 體成分40%:^ (偶氮苯骨架比率:約92%) 〈分散劑10&gt; 春&amp;具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量2〇〇〇之聚己 内fc 16 0 &amp;甲苯一異氰酸酯系聚異氰酸酯之乙酸丁酯5⑽ 溶液(商品 * : c_NATE 2030 Nipp〇n p〇iyurethane industry co.】td製)47. 3份,於約8〇t:保持3小時,使 異氰酸酯基與幾基反應’其次,加入4_胺基偶…5份, 於約90°C保持1小時,使異氰酸醋基與胺基反應,其次, 加入丙二醇單甲_乙酸醋% 4 理 日❹4g仵到顏料分散劑10(固體 成分40%)。(偶氮苯骨架比率約8%)。 29 201030104 &lt;分散劑ιι&gt; 於具備回流冷卻管、氮氣導入管、攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量2〇〇()之聚己 内酯48. 5份、甲苯二異氰酸酯系聚異氰酸酯之乙酸丁酯 50%溶液(商品名:CORONATE2030 Nippon polyurethane industry co. ltd 製)157. 5 份,於約 8(rc 保持 3 小時, 使異氰酸酯基與羥基反應,其次,加入胺基偶氮苯57· 8 份,於約90°C保持1小時,使異氰酸酯基與胺基反應,其 次,加入丙二醇單甲醚乙酸酯198g,得到顏料分散劑u(固 ❹ 體成分40%)。(吟》坐環比率:約92%) 〈分散劑12&gt; 於具備回流冷卻管、氮氣導入管,攪拌棒、溫度計之 四口燒瓶中,加入於一末端具有羥基之分子量2〇〇〇之聚己 内自日160伤甲本一異氰酸酯系聚異氰酸酯之乙酸丁酯 溶液(商品名 COR〇NATE2030 Nippon polyurethane industry co· itd製)47· 3份,於約8〇〇c保持3小時,使 異氰酸酯基與羥基反應,其次,加入4 —胺基偶氮苯15份,參 於約9代保持!小時,使異氰酸喊與胺基反應其次, 加入丙一醇單甲_乙酸酉旨254g,得到顏料分散们固體 成分40%)。(咔唑環比率:約g%)。 又上述咔唑環及偶氮笨骨架比率,代表咔唑環及偶 # +骨架之數目,相對於顏料分散劑之分子内之異氰酸酯 使活陵氩1基與酸醋基反應而开{成之胺醋鍵及脲鍵 3者的數目的合計的比率。 30 201030104 〈顏料〉Polyethylene glycol methacrylate, polypropylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate Ester 'dipentaerythritol tetramethyl acrylate, dipentaerythritol hexamethacrylate, dipentaerythritol penta methacrylate, bisphenol 4 diacrylate, 1,4-butylene glycol diacrylate, diacrylic acid 1&gt; 3_ Butylene glycol ester, diethylene glycol diacrylate, diglyceryl diacrylate, neopentyl glycol diacrylate, polyethylene glycol vinegar diacrylate, polypropylene glycol vinegar diacrylate, tetraethylene glycol vinegar diacrylate, trihydroxyl Mercaptopropane triacrylate vinegar, pentaerythritol vinegar triacetate, pentaerythritol tetrapropanate, dipentaerythritol tetraacrylate, diquaternary hexa acrylate 22 201030104 tetraol ester, dipentaerythritol pentaacrylate, and the like. These monomers may be used singly or in combination of two or more. In the present invention, the amount of the photopolymerizable compound to be used is preferably in the range of 3 to 50% by mass based on the total solid content of the pigment dispersion resist composition for a color filter. (Photopolymerization initiator) Next, in order to form a photopolymerization initiator which is a photopolymerizable polymer of the color filter for a color filter of the present invention, it is not particularly positive, for example, diphenyl Ketone, N,N,-tetraethyl-4,4,-diaminodiphenyl ketone, 4-methoxy-4,-dimethylaminodiphenyl ketone, benzyl, 22_2 Ethoxybenketone, Fumaranthin, Benzoin, Benzoin isobutyl ether, Benzyldimethylketal, α-Hydroxyisobutylbenzophenone, Thioxanthene, 2-Chlorothione, 1-Hydroxyl Cyclohexyl benzophenone, tert-butyl hydrazine, buckwheat, 2,3-dione, 3-chloro-2-methylindole, 2-ethyl fluorene, mono-naphthoquinone, hydrazine Benzopyrene, 1,4-dimethylindole, 2-phenylene fluorene, 2-methyl-(indolyl) phenyl b-2-mercaptopropyl propyl ketone, triterpenoid Photopolymerization initiator and the like. These photopolymerization initiators may be used singly or in combination of two or more. In the present invention, the amount of the photopolymerization initiator to be used is preferably 1 to 2% by mass based on the total solid content of the pigment dispersion resist composition for a color filter. range. (Organic solvent) Next, in order to increase the dilution to a moderate concentration or fluidity, the organic solvent constituting the pigment-dispersing photoresist composition for the color of the glaze according to the present invention is dispersed with the pigment for the above-mentioned color filter. The same thing, good 23 201030104 is: at normal pressure (1.013xl02kPa), the boiling point is 1〇〇~22〇. The ester of hydrazine is a solvent of j, an organic solvent of ether, an organic solvent of ether vinegar, a ketone organic solvent, an aromatic hydrocarbon solvent, and a nitrogen-containing organic solvent. Specifically, these organic solvents are, for example, the same as the above organic solvents. Among these organic solvents, diethylene glycol didecyl ether, diethylene glycol methyl ether, ethylene glycol monomethyl acetonitrile acetate, and propylene glycol are used from the viewpoints of solubility, dispersibility, and coating properties. Formamidine acetate, propylene glycol monoethyl acetate from cyclohexanone, 2-heptanone, ethyl 2-hydroxypropionate, 3-methyl-3-methoxybutylpropionate, 3-decyloxy Ethyl propionate, decyl 3-ethoxypropionate, n-amyl hydrazide, more preferably propylene glycol monomethyl ether acetate. Further, the organic solvent is preferably contained in the total organic solvent used for the pigment-dispersed photoresist composition for a color filter of the present invention from the viewpoints of solubility of the alkali-soluble resin, pigment dispersibility, and coatability. The mass% or more is more preferably 70% by mass or more. Further, when the right side contains a large amount of an organic solvent having a boiling point of more than 2200 ° C, when the coating film formed by coating is prebaked, the organic solvent does not sufficiently evaporate and remains in the dried coating film, and the heat resistance of the dried coating film is Reduce the embarrassment. In addition, it is difficult to uniformly apply a non-spotted organic solvent when the organic solvent having a boiling point of less than 1 〇 〇 °C is contained. A coating film having excellent surface smoothness may not be obtained. (Other additives) In the pigment dispersion resist composition for a color filter of the present invention, various additives such as other photopolymerizable compounds, thermal polymerization inhibitors, ultraviolet absorbers, and antioxidants can be suitably used as needed. <Manufacturing Method of Pigment Dispersion Resistive Composition for Color Filters> 24.201030104 * A method of reconstituting the pigment-dispersing photoresist composition for a color filter of the present invention will be described using the above constituent materials. This is an example of a preferred embodiment, and the invention is not limited thereto. In order to produce the color light-emitting sheet/pigment-dispersing photoresist composition of the present invention from the constituent materials described above, the pigment obtained by the above method may be used, and the photopolymerizable compound, photopolymerization initiator, and the photopolymerization initiator may be added to the bulk material. The base can be mixed with the organic solvent and other additives as needed, and stirred and mixed using a mixing device. [Examples] Hereinafter, the present invention will be described in more detail, but the present invention is not limited to the examples. In addition, it is specifically indicated that '%' means “% by mass” and “parts” means “parts by mass” [[Black pigment dispersion for color filters, black pigment dispersion for color filters] <Pigment Dispersant> % &lt;Dispersant 1&gt; In a four-necked flask equipped with a reflux cooling tube, a nitrogen gas introduction tube, a stirring rod, and a thermometer, it was added to a polycondensate having a molecular weight of 2 hydroxy at one end _5曰220 wound, 54.6 parts of polyethylene glycol (trade name: UNIOXM-1 000 oil), having a molecular weight iQ〇〇 at the end, and toluene diisocyanate 50% solution of butyl acetate (trade name: CORONATE 2030 Nippon polyurethane industry co.) 179.1 parts 'at about 80t: kept for 3 hours, reacting isocyanate groups with hydroxyl groups, which - owes, adding 3-amino-9- Ethyl carbazole 35. 9 parts, reacting an isocyanate group with an amine group at about 9 (TC kept 1 small 25 201030104), and then adding 510 g of propylene glycol monoacetic acid vinegar to obtain a pigment dispersant 1 (solid content 4〇) %). (Miso ring ratio: about 50%) <Dispersant 2> In a four-necked flask of a reflux cooling tube, a nitrogen inlet tube, a stirring rod, and a thermometer, 245 parts of polycaprolactone having a molecular weight of 3 hydroxy at one end and butyl acetonate of toluene diisocyanate polyisocyanate were added. % solution (trade name: CORONATE 2030 Nippon polyurethane industry co. ltd) 171.5 parts, kept at about 80 ° C for 3 hours, © reacting isocyanate groups with hydroxyl groups, and second, adding 3-amino group _9_ethyl嗤 51.5 parts 'held at about 90 C for 1 hour', the isocyanate group was reacted with an amine group, and then 487 g of propylene glycol monoterpene ether acetate was added to obtain a pigment dispersant 2 (solid content: 40%). (Taste. Ring ratio: about 75%) <Dispersant 3> In a four-necked flask equipped with a reflux cooling tube, a nitrogen gas introduction tube, a stirring rod, and a thermometer, a polyhexyl vinegar having a molecular weight of 2 hydroxy at one end is added to the tube. a polyethylene glycol oxime (trade name: UNIOX M-1000, manufactured by Nippon Oil Co., Ltd.) having a molecular weight of 基QQ of the base, 54-6 parts, and a 50% solution of butyl acetate of polyisocyanate polyisocyanate ( Product name CORONATE203 0 Nippon polyurethane industry co. ltd) 17 2. 3 parts 'held at about 80 C for 3 hours' to react the isocyanate group with the mercapto group, followed by the addition of 4 -aminoazo azo 32.4 parts, about 90 The temperature was maintained at ° C for 1 hour to react the isocyanate group with the amine group. Next, propylene glycol monomethyl ether acetate 500 g was added to obtain a pigment dispersant 3 (solid content 4% by weight). (Azo 26 201030104 Benzene skeleton ratio: about 50%) <Dispersant 4 &gt; In a four-necked flask with a reflux cooling tube, a nitrogen inlet tube, a mixing rod, and a thermometer, 'added to the end with a molecular weight of the base group 245 parts of hexamidine vinegar, 50% solution of butyl acetate of polyisocyanate polyisocyanate (trade name: CORONATE 2030 Nippon polyurethane industry co. itd) 222.8 parts, at about 80X: hold for 3 hours, The reaction of the isocyanate group with the hydroxyl group is followed by the addition of 4-aminoazobenzene 34.9. The residue is maintained at about 90 ° C for 1 hour to react the isocyanate group with the amine group, and secondly, propylene glycol monomethyl ether acetate is added. 475 g, a pigment dispersant 4 (solid content 40%) was obtained. (Azobenzene skeleton ratio: about 42%) <Dispersant 5> In a four-necked flask equipped with a reflux cooling tube, a nitrogen gas introduction tube, a stirring rod, and a thermometer, a polymer having a molecular weight of 1 hydroxy at one terminal was added. 245 parts of vinegar, 5% of acetonide diisocyanate polyisocyanate, vinegar acetate 5%, solution (trade name: CORONATE 2030 Nippon polyurethane industry co., Ltd.) 173 · 3 parts, at about 801: hold for 3 hours, make isocyanate The reaction with a hydroxyl group, followed by the addition of 3-aminoethyl miso 17.3 parts 'at about 9 (rc is kept for 1 hour to react the isocyanate group with the amine group, followed by 436 g of propylene glycol monoterpene ether acetate to obtain a pigment Dispersant 5 (solid content 40%) 〇 (carbazole ring ratio of about 25%). <Dispersant 6 &gt; In a four-burning crucible equipped with a reflux cooling tube, a nitrogen gas introduction tube, a stirring rod, and a temperature leaf, One end has a hydroxyl group molecular weight of 1 〇〇〇 polyhexyl 27 201030104 S 245 parts, toluene diisocyanate vinegar polyisocyanate vinegar acetic acid vinegar go% solution (trade name: CORONATE2030 Nippon p〇lyurethane industry Co. ltd)17 3. 3 parts, at about 80T: hold for 3 hours, react the oleic acid sulfonate with Zhaoji' followed by the addition of 4 -amino azobenzene benzoic acid 16 3 parts 'at about 90 ° C for 1 hour' to make isocyanate groups Reaction with an amine group, followed by adding 43 5 g of propylene glycol monoterpene ether acetate to obtain a pigment dispersant 6 (solid content 40%). (Azobenzene skeleton ratio is about 25%). <Dispersant 7> With reflux cooling Tube, nitrogen gas introduction tube, stirring rod, thermometer ❹ Four-necked flask, 245 parts of polycaprolactone having a molecular weight of 3 hydroxy at one end and butyl acetonate of phthalic acid diisocyanate polyisocyanate 5 〇 % solution (trade name: CORONATE.2030 Nippon p〇lyUrethane industry co. ltd) 171. 5 parts 'at about 8 (TC for 3 hours, the isocyanate group and the trans group, followed by the addition of 4-aminoazobenzene 48.3 parts were kept at about 90 ° C for 1 hour to react an isocyanate group with an amine group, and secondly, 'propylene glycol monomethyl ether acetate 482 g' was added to obtain a pigment dispersant 7 (solid content 40%). (Azobenzene skeleton ratio : about 75%). <Dispersant 8> With reflow cooling tube, In a four-necked flask of a nitrogen gas introduction tube, a stir bar, and a thermometer, a butyl acetate 50% solution of 245 parts of polycaprolactone having a molecular weight of 1000 and a butyl benzene diisocyanate polyisocyanate at a terminal end (product name: CORONATE 2030 Nippon p〇lyurethane industry co. ltd)) 222. 8 parts 'at about 80 ° C for 3 hours, the reaction of isocyanate groups with hydroxyl groups 'second' added 3-amino-9-ethyl hydrazine 28 201030104 azole 14.9 parts And 4-aminoazobenzene 2 〇 9 parts, at about 9 〇. (: 1 hour was allowed to react the isocyanate group with the amine group, and then 475 g of propylene glycol monoterpene ether acetate was added to obtain a pigment dispersant 8 (solid content 4% by weight). (Indazole ring + azobenzene skeleton ratio: About 4 2 %) <Dispersant 9 &gt; In a four-necked flask equipped with a reflux cooling tube, a nitrogen inlet tube, a stir bar, and a thermometer, 48.5 parts of polycaprolactone having a molecular weight of 2 hydroxy at one terminal was added. 50% solution of butyl benzene diisocyanate polyisocyanate butyl acetate (trade name: COR〇NATE2〇3〇Nipp〇np〇iy (four) let · industry C0. itd) 157 5 parts, it is kept for about 3 hours at about 8 〇 The isocyanate group is reacted with a hydroxyl group, and secondly, 54 parts of 4-aminoazobenzene is added, and maintained at about 9 G ° C for 1 hour to react an isocyanate group with an amine group, and secondly, a propylene glycol monomer is added. 193 g of methyl ether acetate to obtain a pigment dispersant 9 (solid content: 40%: ^ (azobenzene skeleton ratio: about 92%) <dispersant 10> Spring &amp; equipped with a reflux cooling tube, a nitrogen gas introduction tube, a stirring rod, In a four-necked flask of a thermometer, a molecular weight having a hydroxyl group at one end is added. Polyhexyl fc 16 0 &amp; toluene monoisocyanate polyisocyanate butyl acetate 5 (10) solution (commodity * : c_NATE 2030 Nipp〇np〇iyurethane industry co.) td) 47. 3 parts, at about 8 〇t: keep 3 hours, the isocyanate group is reacted with a few groups. Next, 4 parts of the 4 amino group are added, 5 parts, and kept at about 90 ° C for 1 hour to react the isocyanate group with the amine group, and secondly, propylene glycol monomethyl group is added. Acetate vinegar 4% 理 4g 颜料 to pigment dispersant 10 (solid content 40%). (Azobenzene skeleton ratio is about 8%). 29 201030104 &lt;Dispersing agent ιι&gt; With reflux cooling tube, nitrogen inlet tube, stirring In a four-necked flask of a rod and a thermometer, a polycaprolactone having a molecular weight of 2 〇〇 () having a hydroxyl group at the end is 48.5 parts, and a 50% solution of butyl acetate of toluene diisocyanate polyisocyanate (trade name: CORONATE 2030) 5 copies of Nippon polyurethane industry co. To react an isocyanate group with an amine group, Next, 198 g of propylene glycol monomethyl ether acetate was added to obtain a pigment dispersing agent u (solid content of 40%). (吟) ring ratio: about 92%) <dispersant 12> with reflux cooling tube, nitrogen introduction A four-necked flask of a tube, a stir bar, and a thermometer is added to a butyl acetate solution of a polyisocyanate-based polyisocyanate having a molecular weight of 2 hydroxy at the end of a hydroxyl group (trade name COR〇NATE 2030). 7 parts of Nippon polyurethane industry co. itd), kept at about 8 ° C for 3 hours, reacting the isocyanate group with the hydroxyl group, and then adding 15 parts of 4-aminoazobenzene, and holding it for about 9 generations! In the hour, the isocyanic acid was reacted with the amine group, and propylene (c) was added to 254 g to obtain a pigment dispersion solid content of 40%). (Indazole ring ratio: about g%). Further, the ratio of the above-mentioned carbazole ring and azo stupid skeleton represents the number of the carbazole ring and the even #+ skeleton, and the isocyanate in the molecule of the pigment dispersing agent reacts the active argon 1 group with the acid vine group to open The ratio of the total number of amine vinegar bonds and urea bonds. 30 201030104 <Pigments>

Printex25 (Degussa 公司製碳黑、吸油量:45ml/100g、pH : 9. 3) 〈顏料分散劑〉 BYK—167(BYK-Chemie 公司製、固體成分 52%) 〈顏料分散助劑〉 SOLSPERSE 500 0 (Lubrizol公司製、酞青素系顏料分散助 劑) ®〈驗可溶性樹月旨〉 ZAH-110(商品名、综研化學(股)製丙烯酸樹脂清漆) 〈光聚合性化合物&gt; DPEHA (六丙烯酸二季戊四醇酯) 〈光聚合起始劑〉Printex25 (carbon black produced by Degussa, oil absorption: 45ml/100g, pH: 9. 3) <Pigment dispersant> BYK-167 (made by BYK-Chemie, 52% solid content) <Pigment dispersing aid> SOLSPERSE 500 0 (Lubrizol, anthocyanin-based pigment dispersing aid) ® <Solid Soluble Moon> ZAH-110 (trade name, comprehensive research chemical (acrylic resin varnish)) <Photopolymerizable compound> DPEHA (six Dipentaerythritol acrylate) <Photopolymerization initiator>

Irgacure907(Ciba Speciality Chemicals 公司製 ’ 2-甲 基-1[4-(曱硫基)苯基]-2 - 口末'林基丙-1 -酮) φ 〈有機溶劑〉 PGMEA(丙二醇單甲醚乙酸酯).Irgacure 907 (manufactured by Ciba Speciality Chemicals, Inc. 2-Methyl-1[4-(indolyl)phenyl]-2 - oleyl-linylpropan-1-one) φ <Organic solvent> PGMEA (propylene glycol monomethyl ether) Acetate).

[實施例1〜8、比較例1〜5之彩色濾光片用黑色顏料分散 物、彩色濾光片用黑色顏料分散光阻組成物之製備] 首先’將各種材料混合使成表1之組成,於珠磨機内 捏揉一曰夜’得到彩色濾光片用黑色顏料分散物(A)〜 (Η) 、 (M)。 又,使用高速挽拌機,將上述彩色濾光片用黑色顏料 分散物⑴〜⑻、⑷與其他材料混合使成表2之組成後, 31 201030104 以孔徑3 // m的濾膜過濾,得到實施例丨〜8、比較例5之 黑色碳黑用光阻組成物。 (關於比較例1〜4’由於無法得到彩色濾光片用黑色顏料 分散物(I)〜(L),故未進行之後的評價)。 〈評價試驗〉 (分散安定性) 將彩色濾光片用黑色顏料分散物(A)〜(η)及(μ)、及實 施例1〜8、比較例5的各彩色濾光片用黑色顏料分散光阻 組成物分別置於玻璃瓶並密栓,依照下列評價基準評價於 _ 室溫保存7日後的狀態。結果如表1及2。 A:不認為有增黏、沈降物。 B :認為有若輕輕搖動則會恢復原狀之程度的增黏或沈降 物。 C:認為有即使強力搖動也不會恢復原狀之程度的增黏或 沈降物。 (光阻圖案的顯影邊限(margin)) 將實施例1〜8、比較例5的各碳黑用顏料分散光阻組 ® 成物以旋塗機塗佈在玻璃基板上使膜厚成為lem,於 1 〇〇°C預烘烤3分鐘。之後,使用可得到硬化部分與未硬化 刀之面積比為20: 80的線寬25/zm的格子狀圖案的遮 罩’使用高壓水銀燈,以UV累積光量400mJ/cm2曝光。將 得到的塗膜使用〇. 05%氫氧化鉀水溶液顯影,測定從於能 除去未曝光部分之光阻組成物時起至硬化部分之光阻組成 物除去為止的時間,測定顯影限度。結果如表2所示。 32 201030104 (再溶解性) 、將實施例1〜8、比較例5之各彩色遽光片用黑色顏料 /刀散光阻組成物以$塗機塗佈在玻瑪基板上使膜 _,於副。〇預棋烤3分鐘。測定得到的塗膜於1〇重量 倍以上的刪A溶液中浸泡5分鐘時直到塗膜溶解為止的 時間’依照下列評價基準評價再溶解性。結果如表2所示。 (顏料分散光阻組成物係以旋塗機塗佈,若再溶解性 差,則塗佈適性下降)。 〇:塗膜完全再溶解 △.塗膜除了一部分以外再溶解 X :未再溶解 33 201030104 〔ti S' LO οα LO CN1* 1 &lt; ΙΛ οα· 62.9 LO οα LO oi 产— LO c&lt;i § T-H 关 Q LT5 Cs3 LO od LO oi § ¥: in oo LO c&lt;3 τ*-·&lt; m oa (木1) LO CN3 m CM· i—H LO oi 〇 CO (*1) 0 LO LO &amp; LO c&lt;i § g LTD 03 Lf5 CN3 irl· § &lt; g LO (NI LO i 1 LO οά § -&lt; M LO oa LO Cv3 LO oo § g LO Od LO cJ m od § LO CNJ m oi LO c&lt;i § s Ln CsJ LO T-H LO cn! § -&lt; LT3 C&lt;i 12.5 LO οά § 顏料分散物 Printex25 分散劑1 分散劑2 分散劑3 分散劑4 分散劑5 分散劑6 分散劑7 分散劑8 分散劑9 分散劑10 分散劑Π 分散劑12 Dispey BYK-167 Solsperse5000 PGMEA -1 分散安定性 顏料 顏料分散劑 添加劑 姨 (評價) 201030104 [表2 ] 實施例 比較例 1 2 3 4 5 6 7 8 5 顏料分 (A) 35 散物 (B) 35 (C) 35 (D) 35 (E) 35 (F) 35 (G) 35 (H) 35 (M) 35 ZAH-110 13.2 13.2 13.2 13.2 13.2 13.2 13.2 13.2 13.2 DPEHA 3 3 3 3 3 3 3 3 3 Irgacure907 1 1 1 1 1 1 1 1 1 PGMEA 47.8 47.8 47.8 47.8 47.8 47.8 47.8 47.8 47.8 (評價) 分散安定性 A A A A A A A A A 顯影邊限(秒) 20 20 20 20 20 20 20 20 小於5 再溶解性 〇 〇 〇 〇 〇 〇 〇 〇 △ [產業利用性] . 本發明之彩色濾光片用顏料分散物及含有此彩色濾光 片用顏料分散物的彩色濾光片用顏料分散光阻組成物,可 適用於彩色液晶顯示裝置。 【圖式簡單說明】 無 I主要元件符號說明】 無 35[Preparation of a black pigment dispersion for color filters of Examples 1 to 8 and Comparative Examples 1 to 5, and a black pigment dispersion resist composition for color filters] First, 'mixing various materials to form a composition of Table 1. In the bead mill, knead for a day and night to obtain a black pigment dispersion (A) ~ (Η), (M) for color filters. Further, the color filter was mixed with the black pigment dispersions (1) to (8) and (4) using a high-speed painter to form a composition of Table 2, and 31 201030104 was filtered with a filter having a pore diameter of 3 // m to obtain a filter. Example 丨8, Comparative Example 5, a photoresist composition for black carbon black. (Comparative Examples 1 to 4' Since the black pigment dispersions (I) to (L) for color filters could not be obtained, the subsequent evaluations were not performed. <Evaluation Test> (Dispersion Stability) Black pigments were used for the color filters for the black pigment dispersions (A) to (η) and (μ), and the color filters of Examples 1 to 8 and Comparative Example 5 The dispersion resist composition was placed in a glass bottle and sealed, and evaluated in the state after storage at room temperature for 7 days in accordance with the following evaluation criteria. The results are shown in Tables 1 and 2. A: It is not considered to have viscosity and sediment. B: It is considered that there is a thickening or sedimentation that will return to its original state if it is gently shaken. C: It is considered that there is a thickening or sedimentation which does not return to its original state even if it is shaken strongly. (Development margin of photoresist pattern) Each of the carbon black pigment dispersion resists of Examples 1 to 8 and Comparative Example 5 was coated on a glass substrate by a spin coater to have a film thickness of lem. , pre-bake at 1 °C for 3 minutes. Thereafter, a mask of a lattice pattern of a line width of 25/zm having an area ratio of the hardened portion to the uncured blade of 20:80 was used, and a high-pressure mercury lamp was used, and the UV accumulated light amount was 400 mJ/cm 2 . The obtained coating film was developed using a 0.5% aqueous solution of potassium hydroxide, and the time from the removal of the photoresist composition of the unexposed portion to the removal of the photoresist composition of the cured portion was measured, and the development limit was measured. The results are shown in Table 2. 32 201030104 (Resolubility), each of the color calendering sheets of Examples 1 to 8 and Comparative Example 5 was coated with a black pigment/knife-scattering photoresist composition on a glass substrate by a coater to form a film. . 〇 Pre-baked for 3 minutes. The time at which the obtained coating film was immersed in the A solution having a weight of 1 〇 or more for 5 minutes until the coating film was dissolved was evaluated in accordance with the following evaluation criteria. The results are shown in Table 2. (The pigment dispersion resist composition is applied by a spin coater, and if the resolubility is poor, the coating suitability is lowered). 〇: The film is completely redissolved △. The film is redissolved except for a part of X: no redissolved 33 201030104 [ti S' LO οα LO CN1* 1 &lt; ΙΛ οα· 62.9 LO οα LO oi Production — LO c&lt;i § TH OFF Q LT5 Cs3 LO od LO oi § ¥: in oo LO c&lt;3 τ*-·&lt; m oa (wood 1) LO CN3 m CM· i—H LO oi 〇CO (*1) 0 LO LO &amp LO c&lt;i § g LTD 03 Lf5 CN3 irl· § &lt; g LO (NI LO i 1 LO οά § -&lt; M LO oa LO Cv3 LO oo § g LO Od LO cJ m od § LO CNJ m oi LO c&lt;i § s Ln CsJ LO TH LO cn! § -&lt; LT3 C&lt;i 12.5 LO οά § Pigment Dispersion Printex25 Dispersant 1 Dispersant 2 Dispersant 3 Dispersant 4 Dispersant 5 Dispersant 6 Dispersant 7 Disperse Agent 8 Dispersant 9 Dispersant 10 Dispersant 分散 Dispersant 12 Dispey BYK-167 Solsperse 5000 PGMEA -1 Dispersion Stabilizing Pigment Pigment Dispersant Additive 姨 (Evaluation) 201030104 [Table 2] Example Comparative Example 1 2 3 4 5 6 7 8 5 Pigment (A) 35 Part (B) 35 (C) 35 (D) 35 (E) 35 (F) 35 (G) 35 (H) 35 (M) 35 ZAH-110 13.2 13.2 13.2 13.2 13.2 13.2 13.2 13.2 13.2 DPEHA 3 3 3 3 3 3 3 3 3 Irgacure907 1 1 1 1 1 1 1 1 1 PGMEA 47.8 47.8 47.8 47.8 47.8 47.8 47.8 47.8 47.8 (Evaluation) Dispersion stability AAAAAAAAA Development margin (seconds) 20 20 20 20 20 20 20 20 Less than 5 Resolubility 〇〇〇〇〇〇〇〇 △ [Industrial Applicability] . The color filter pigment of the present invention The dispersion and the pigment dispersion resist composition for a color filter containing the pigment dispersion for a color filter can be suitably used for a color liquid crystal display device. [Simple description of the diagram] None I main component symbol description] None 35

Claims (1)

201030104 七、申請專利範圍: L一種彩色濾光片用顏料分散物,含有 散劑及有機溶劑,其特徵在於: 顏枓、顏料分 該顏料分散劑係滿足下列條件1之化合物·· 條件1:係使分子内具有三聚異錢sl環之異 化合物之異麝酴萨| 也 酸酉曰 β 氰酸知基,與分子内具有活性氫基且具有咔唑 壤及/或偶氮苯骨架之化合物之活性氫基反應得到的化合 物,且味唾環與偶氮笨骨架之數目,相董十於該化合物之分 子内之源自具有三聚異氰酸酯環之異氰酸酯化合物的異氰❹ 酸δθ基、或該異氟酸酯基與活性氫基之反應所產生之胺酯 鍵及脲鍵3者的合計數目,為15〜85%。 2.如申請專利範圍第1項之彩色濾光片用顏料分散 物,其中,更包含顏料分散助劑。 3 / •—種彩色濾光片用顏料分散光阻組成物,其特徵在 於·3有申請專利範圍第1或2項之彩色濾光片用顏料分 散物。 Φ 36 .201030104 四、指定代表圖: (一) 本案指定代表圖為:無 (二) 本代表圖之元件符號簡單說明:無201030104 VII. Patent application scope: L A pigment dispersion for color filters containing a powder and an organic solvent, characterized in that: pigments and pigments are pigment compounds which satisfy the following conditions: 1. Condition 1: a compound having an isomeric compound of a trimeric isomeric sl ring in the molecule; a phthalocyanine group having an active hydrogen group and having an oxazole soil and/or an azobenzene skeleton; a compound obtained by reacting an active hydrogen group, and the number of the taste ring and the azo stupe skeleton, the isocyanuric acid δ θ group derived from the isocyanate compound having a trimer isocyanate ring in the molecule of the compound, or The total number of the amine ester bond and the urea bond 3 produced by the reaction between the isofluorate group and the active hydrogen group is 15 to 85%. 2. The pigment dispersion for a color filter according to claim 1, wherein the pigment dispersing aid is further included. 3 / - - A color-dispersing photoresist composition for a color filter, which is characterized in that it has a pigment dispersion for a color filter of claim 1 or 2. Φ 36 .201030104 IV. Designated representative map: (1) The representative representative of the case is: None (2) The symbol of the representative figure is simple: No 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式: 無 3 2〇i〇3〇m___ 修正6期^9丹3 穿2 .二 、 又塗佈適性、顯影特性也尚有改善ϋ地—^) —kt復月之課題在於提供顏料分散性、流動性、分散安 疋性優異的新穎的彩色滤光片用顏料分散物,及提供藉由 色遽光片用顏料分散物得到的塗佈適性、顯影特性 、的洛色濾光片用顏料分散光阻組成物。 [解決課題之手段] 月特徵在於.歧顏料分散之顏料分散劑而言, φ ==異氰酸環及/或偶氮苯骨架之聚 I、 尤其,右使用分子内具有三聚異氰酸酯環 及/弋值/化°物及分子内具有活性氫基且更具有咔唑環 及/或偶氮苯骨架之化合物 s 物以特疋量反應者,則效果更為優 吳0 物,ϋ顏2發明係關於⑴―種彩色滤光片用顏料分散 ::有顏料、顏料分散劑及有機溶劑,其特徵在於 逑顏料分散劑為滿足下列條们之化合物。 ❹ 條件1:係使分子内 化合物之異氮酸醋基,環之異氛酸醋 丞與刀子内具有活性氫基且更具有咔 人:及1或偶氮本骨架之化合物之活性氫基反應得到的化 得到的化合物的分子内,相對於源 氣 與活性氫基反應形成之=氣酸醋基、或其異氰酸醋基 唑環盥儡氣加之胺s曰鍵及脲鍵3者的合計數目,咔 環與偶氣本骨架之數目為15〜85%。 又’本發明係關於f 料分錢”人 述⑴項之彩色濾光片用顏 科刀散物’更包含顏料分散助劑。 201030104 又’本發明係關於(3)—種彩色濾光片 ^ ^ 疋月用顏料分散光阻 組成物’特徵在於含有上述(1)項〜(2) π τ任一項的彩色 濾光片用顏料分散物。 [發明效果] 本發明之彩色濾光片用顏料分散物, 队观具有優異的顏料 匀散性、流動性、分散安定性。且,含 言有此顏料分散物的 彩色濾光片用顏料分散光阻組成物,塗佈適性、顯影 優異。 性 【實施方式】 [實施發明之形態] 以下對於本發明之彩色濾光片用顏料分散物(以下稱 為「顏料分散物」)詳細説明。 本發明之顏料分散物’含有顏料、作為顏料分散劑之 具有三聚異氰酸酯環及咔唑環及/或偶氮苯骨架之聚胺酯 系分散劑、及有機溶劑,以下首先說明其構成材料。 〈顏料分散物之構成材料〉 (顏料) 本發明中,顏料(適於紅色、綠色、藍色、黑色等著色 景ν像之顏料),可使用具有鮮明的色相、高堅牢度的l Pigment Red 19、38、43、88、122、123、ι44、ι49、166、 168 、 177 、 178 、 179 、 188 、 190 、 207 、 208 、 209 、 216 、 224、226、242、254、264 等紅色系顏料;c. L pigment BIue 15· 1 &gt; 15· 3' 15: 4、15: 6、16、22、29、60、64 等藍 修正日期:99.3.22 201030104 &gt;60號說明書修正頁 色系顏料;C· I. Pigment Green 7、10、36等綠色系顏料;C. I. Pigment Yell〇w 24、81、83、93、95 ' 97、108、109、110、 117 、 123 、 128 、 137 、 138 、 139 、 150 、 153 、 154 、 166 、 168、180、185 等黃色系顏料;c. I. Pigment Violet 19、 23、29 '30、31、37、88 等紫色系顏料;C. I. Pigment Orange 31、38' 40' 43、6卜71等橙色系顏料;碳黑等黑色系顏 料等。 本發明中,為了得到紅色系著色影像、綠色系著色影5. If there is a chemical formula in this case, please reveal the chemical formula that best shows the characteristics of the invention: No 3 2〇i〇3〇m___ Correction 6 issues ^9 Dan 3 Wear 2. Second, the coating suitability and development characteristics are still improved ϋ地—^) The subject of kt revival is to provide a pigment dispersion for a novel color filter excellent in pigment dispersibility, fluidity, and dispersion ampereness, and to provide a pigment dispersion by a color ray sheet. The coating suitability, the development property, and the pigment dispersion resist composition for the color filter. [Means for Solving the Problem] The month is characterized in that the pigment dispersing agent disperses the pigment, the φ == isocyanate ring and/or the polyazo skeleton of the azobenzene skeleton, in particular, the right-use molecule has a trimeric isocyanate ring and / 弋 / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / / The invention relates to (1) pigment dispersion for a color filter: a pigment, a pigment dispersant, and an organic solvent, characterized in that the ruthenium pigment dispersant is a compound satisfying the following. ❹ Condition 1: The reaction of the isotonic acid vinegar of the intramolecular compound, the cyclic acetoacetate and the active hydrogen group of the compound having an active hydrogen group in the knife and having more sputum: and 1 or azo skeleton In the molecule of the obtained compound, the reaction with the source gas and the active hydrogen group is formed = the gas oleic acid group, or the isocyanato oxazole ring oxime and the amine s 曰 bond and the urea bond 3 The total number of rings and the number of the skeletons is 15 to 85%. Further, the present invention relates to a pigment filter for a color filter of the item (1), and further comprises a pigment dispersing aid. 201030104 Further, the present invention relates to (3) a color filter. ^ ^ The pigment dispersion-dispersing composition of the month is characterized by a pigment dispersion for a color filter containing any one of the above items (1) to (2) π τ. [Effect of the Invention] The color filter of the present invention With the pigment dispersion, the team has excellent pigment dispersion, fluidity, and dispersion stability. Moreover, the pigment dispersion-dispersing composition for color filters containing the pigment dispersion is excellent in coating suitability and development. [Embodiment] [Embodiment of the Invention] The pigment dispersion for color filters (hereinafter referred to as "pigment dispersion") of the present invention will be described in detail below. The pigment dispersion of the present invention contains a pigment, a polyisocyanate dispersant having a trimeric isocyanate ring, an oxazole ring and/or an azobenzene skeleton as a pigment dispersant, and an organic solvent. Hereinafter, the constituent materials will be described. <Constituent Material of Pigment Dispersion> (Pigment) In the present invention, a pigment (a pigment suitable for a colored image such as red, green, blue, or black) can be used as a Pigment Red having a vivid hue and high fastness. Red, etc. 19, 38, 43, 88, 122, 123, ι44, ι49, 166, 168, 177, 178, 179, 188, 190, 207, 208, 209, 216, 224, 226, 242, 254, 264 Pigment; c. L pigment BIue 15· 1 &gt; 15· 3' 15: 4, 15: 6, 16, 22, 29, 60, 64, etc. Blue revision date: 99.3.22 201030104 &gt; 60 manual correction page color Pigment; C. I. Pigment Green 7, 10, 36 and other green pigments; CI Pigment Yell〇w 24, 81, 83, 93, 95 '97, 108, 109, 110, 117, 123, 128, 137, Yellow pigments such as 138, 139, 150, 153, 154, 166, 168, 180, 185; c. I. Pigment Violet 19, 23, 29 '30, 31, 37, 88 and other purple pigments; CI Pigment Orange 31 , orange pigments such as 38' 40' 43, 6 and 71; black pigments such as carbon black. In the present invention, in order to obtain a red colored image, a green colored image 像、藍色系著色影像,可使用單一顏料,也可與其他顏料 &gt;邑合後使用。例如,為了得到紅色系著色影像,可使用單 一的紅色顏料’也可使用於紅色顏料中混合黃色顏科、橙 色顏料等調色後者。又,為了得到綠色系著色影像,可使 用單一的綠色顏料’也可使用於綠色顏料中混合黃色顏料 等並調色後者,為了得到藍色系著色影像,可使用單一的 藍色顏料,也可使用於藍色顏料中混合紫色顏料等並調色 者。 又,就顏料分散組成物而言,為了得到更鮮明的色相, 且為了提高後述顏料分散光阻组成物之穿透性及對比度 比,宜以以往公知的方法,將前述顏料進行預混處理、鹽 粉碎(salt milling)處理等使其微粒子化處理後使用。尤 其,經過進行以使用捏揉機3根授拌葉片一面各別自動運 動一面公轉運動的捏揉裝置等,將顏料以無機鹽磨碎,並 經鹽粉碎使顏料之初級粒徑更為微細更佳。本發明中,前 述顏料之使用量,於本發明之彩色濾光片用顏料分散光阻 9 但是,也可使用適當的不同數目 201030104 組成物中較佳為質量%。 (顏料分散劑) :上述顏料分散劑,係使分子内具有三聚異氰酸酯環之 異氱酸酯化合物,與分子内具有活性氫基且更具有咔唑環 及/或偶氮苯骨架之化合物反應得到的化合物,且得到的化 :物的分子中’相對於源自具有三聚異氰酸@旨環之異氰酸 應匕:物的異氦酸酯基、或其異氰酸酯基舆活性氫基之反 = 一的數目,—氮苯骨架 酸醋化合物發::前述分子内具有三聚異氰酸醋環之異氰 且古 以下構造式者。但是,本發明之八;内 具有三聚異氰醆 疋本發明之分子内 _b 日環之異氰酸酯化合物,不隅於下刻嫌、止 式,例如異氰酸酽某 不限於下列構造 異氰酸酯基為3〜6者之數目、位置’於下列構造式舉例有 位置者》For example, blue coloring images can be used with a single pigment or with other pigments. For example, in order to obtain a red colored image, a single red pigment can be used, and the latter can be used for coloring a yellow pigment, an orange pigment, or the like. Further, in order to obtain a green colored image, a single green pigment can be used, and a yellow pigment or the like can be mixed with the green pigment to color the latter. In order to obtain a blue colored image, a single blue pigment can be used. It is used in a blue pigment to mix purple pigments and the like. Further, in order to obtain a more vivid hue of the pigment-dispersed composition, and to improve the penetrability and contrast ratio of the pigment-dispersed photoresist composition described later, it is preferred to preliminarily process the pigment by a conventionally known method. It is used after the micronization treatment by a salt milling treatment or the like. In particular, the kneading device that performs the revolving motion by automatically moving the three mixing blades on the one side of the kneading machine, the pigment is ground with an inorganic salt, and the primary particle diameter of the pigment is finer and finer by salt pulverization. . In the present invention, the amount of the pigment used is the pigment dispersion resist for the color filter of the present invention. However, it is also possible to use a suitable different number of the composition of 201030104, preferably % by mass. (Pigment Dispersant): The above pigment dispersant is an isocyanate compound having a trimeric isocyanate ring in the molecule, and reacting with a compound having an active hydrogen group in the molecule and having an indazole ring and/or an azobenzene skeleton. The obtained compound, and the obtained compound: in the molecule of the molecule, relative to the isononanoate group derived from isocyanate having a trimeric isocyanic acid ring, or its isocyanate-based active hydrogen group The reverse number = one, the - benzene benzene skeleton vinegar compound hair:: the above molecule has a isocyanuric acid acetyl cyanide and the following structural formula. However, in the eighth aspect of the present invention, the isocyanate compound having the intramolecular _b-day ring of the present invention is not limited to the following formula, for example, isocyanate is not limited to the following structural isocyanate groups. For the number of 3 to 6 people, the position 'in the following structural formula is exemplified by the position" 1010
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