TWI652253B - Novel compound, core-shell dye, photosensitive resin composition including the same, and color filter - Google Patents

Novel compound, core-shell dye, photosensitive resin composition including the same, and color filter Download PDF

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TWI652253B
TWI652253B TW106122294A TW106122294A TWI652253B TW I652253 B TWI652253 B TW I652253B TW 106122294 A TW106122294 A TW 106122294A TW 106122294 A TW106122294 A TW 106122294A TW I652253 B TWI652253 B TW I652253B
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chemical formula
core
shell
resin composition
photosensitive resin
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TW201806929A (en
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徐惠瑗
朴彩媛
辛明曄
申先雄
鄭義樹
崔圭汎
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三星Ｓｄｉ股份有限公司
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    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/62—Quaternary ammonium compounds
    • C07C211/64—Quaternary ammonium compounds having quaternised nitrogen atoms bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
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    • C07—ORGANIC CHEMISTRY
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    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
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    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/24—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D245/00—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms
    • C07D245/04—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
    • C07D471/14—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/62—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an ethylenimino or N—acylated ethylenimino group or a —CO—NH—CH2—CH2—X group, wherein X is a halogen atom, a quaternary ammonium group or O—acyl and acyl is derived from an organic or inorganic acid, or a beta—substituted ethylamine group
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • 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
    • 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
    • G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
    • 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
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • 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
    • G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images

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Abstract

本發明提供一種由化學式1表示的化合物、一種核-殼染料、一種包含此化合物的光敏樹脂組成物，以及一種使用所述光敏樹脂組成物製造的彩色濾光片，所述核-殼染料包括：核，包含所述化合物；以及殼，環繞所述核。在化學式1中，各取代基與本說明書中所定義的相同。 [化學式1] The present invention provides a compound represented by Chemical Formula 1, a core-shell dye, a photosensitive resin composition comprising the same, and a color filter produced using the photosensitive resin composition, the core-shell dye comprising a core comprising the compound; and a shell surrounding the core. In Chemical Formula 1, each substituent is the same as defined in the present specification. [Chemical Formula 1]

Description

新式化合物、核-殼染料、包含此化合物的光敏樹脂組成物以及彩色濾光片Novel compound, core-shell dye, photosensitive resin composition containing the same, and color filter

本發明是有關於一種新式化合物、一種核-殼染料、一種包含此化合物的光敏樹脂組成物，以及一種使用所述光敏樹脂組成物製造的彩色濾光片。 The present invention relates to a novel compound, a core-shell dye, a photosensitive resin composition comprising the compound, and a color filter produced using the photosensitive resin composition.

在諸多種類的顯示器中，液晶顯示裝置具有輕、薄、成本低、操作功耗低及對積體電路的支持性(adherence)提高的優點，且已更廣泛地用於膝上型電腦、顯示器及電視螢幕。液晶顯示裝置包括下部基板及上部基板，在所述下部基板上形成有黑色矩陣、彩色濾光片及氧化銦錫畫素電極，在所述上部基板上形成有包括液晶層、薄膜電晶體及電容器層的主動電路部分以及氧化銦錫畫素電極。藉由以預定次序依序堆疊多個彩色濾光片(一般而言，由三原色(例如紅色(R)、綠色(G)及藍色(B))形成)而在畫素區中形成彩色濾光片以形成每一畫素，且以預定圖案在透明基板上設置黑色矩陣層以形成各畫素之間的邊界。作為形成 彩色濾光片的各種方法中的一種方法，顏料分散方法是藉由重複以下一系列製程來提供經著色薄膜：例如將包含著色劑的光可聚合組成物塗佈於包括黑色矩陣的透明基板上，將所形成的圖案曝光，用溶劑移除未被曝光的部分，以及對其進行熱固化。用於根據顏料分散方法製造彩色濾光片的著色光敏樹脂組成物一般包含鹼溶性樹脂、光可聚合單體、光聚合起始劑、環氧樹脂、溶劑、其它添加劑等。顏料分散方法積極地應用於製造例如行動電話、膝上型電腦、顯示器及電視等液晶顯示器。然而，顏料分散方法所用的用於彩色濾光片的光敏樹脂組成物近來已需要提高效能且需要具有優異的圖案特性。具體而言，急需高色彩再現性及高亮度以及高對比度特性。影像感測器是可攜式電話照相機或數位照相機(digital still camera，DSC)中用來拍攝影像的部件。影像感測器可端視製造製程及應用方法而被分類為電荷耦合裝置(charge-coupled device，CCD)影像感測器及互補金屬氧化物半導體(complementary metal oxide semiconductor，CMOS)影像感測器。用於電荷耦合裝置(CCD)影像感測器或互補金屬氧化物半導體(CMOS)影像感測器的彩色成像裝置包括彩色濾光片，所述彩色濾光片中的每一者具有混合有紅色、綠色及藍色該些原色的濾光片區段，並且所述顏色為分離的。安裝於彩色成像裝置中的近來的彩色濾光片具有2微米或小於2微米的圖案大小，所述圖案大小是液晶顯示器的傳統彩色濾光片圖案的圖案大小的1/100至1/200。因此，增大解析度及減少圖案殘餘物是確定裝置 效能的重要因素。使用傳統顏料型光敏樹脂組成物製造的彩色濾光片由於顏料顆粒的大小而在亮度及對比度方面具有限制。另外，用於影像感測器的彩色成像裝置需要較小的分散粒徑以形成精細的圖案。為了符合要求，已嘗試藉由引入不會形成顆粒的染料而非顏料來製備適於所述染料的光敏樹脂組成物，以達成具有提高的亮度及對比度的彩色濾光片。然而，染料相對於顏料具有低耐久性(例如耐光性及耐熱性等)等，且因此亮度可能會劣化。 Among various types of displays, liquid crystal display devices have the advantages of being light, thin, low in cost, low in operating power consumption, and improved in the support of integrated circuits, and have been more widely used in laptop computers and displays. And TV screen. The liquid crystal display device includes a lower substrate and an upper substrate, and a black matrix, a color filter, and an indium tin oxide pixel electrode are formed on the lower substrate, and a liquid crystal layer, a thin film transistor, and a capacitor are formed on the upper substrate. The active circuit portion of the layer and the indium tin oxide pixel electrode. Color filters are formed in the pixel region by sequentially stacking a plurality of color filters in a predetermined order (generally, formed by three primary colors (for example, red (R), green (G), and blue (B))) The light sheet is formed to form each pixel, and a black matrix layer is disposed on the transparent substrate in a predetermined pattern to form a boundary between the respective pixels. As a form One of various methods of color filters, the pigment dispersion method is to provide a colored film by repeating a series of processes: for example, coating a photopolymerizable composition containing a colorant on a transparent substrate including a black matrix The formed pattern is exposed, the unexposed portion is removed with a solvent, and it is thermally cured. The colored photosensitive resin composition for producing a color filter according to the pigment dispersion method generally contains an alkali-soluble resin, a photopolymerizable monomer, a photopolymerization initiator, an epoxy resin, a solvent, other additives, and the like. The pigment dispersion method is actively applied to the manufacture of liquid crystal displays such as mobile phones, laptops, displays, and televisions. However, the photosensitive resin composition for color filters used in the pigment dispersion method has recently been required to improve the performance and to have excellent pattern characteristics. In particular, high color reproducibility and high brightness and high contrast characteristics are urgently needed. The image sensor is a component used in a portable telephone camera or a digital still camera (DSC) to capture images. The image sensor can be classified into a charge-coupled device (CCD) image sensor and a complementary metal oxide semiconductor (CMOS) image sensor, depending on the manufacturing process and application method. A color imaging device for a charge coupled device (CCD) image sensor or a complementary metal oxide semiconductor (CMOS) image sensor includes a color filter, each of which has a mixed red color , green and blue filter segments of the primary colors, and the colors are separate. A recent color filter mounted in a color image forming apparatus has a pattern size of 2 micrometers or less, which is 1/100 to 1/200 of the pattern size of a conventional color filter pattern of a liquid crystal display. Therefore, increasing the resolution and reducing the pattern residue is a determining device An important factor in performance. A color filter manufactured using a conventional pigment type photosensitive resin composition has limitations in brightness and contrast due to the size of the pigment particles. In addition, color imaging devices for image sensors require a small dispersed particle size to form a fine pattern. In order to meet the requirements, it has been attempted to prepare a photosensitive resin composition suitable for the dye by introducing a dye which does not form particles instead of a pigment to achieve a color filter having improved brightness and contrast. However, the dye has low durability (for example, light resistance, heat resistance, etc.) with respect to the pigment, and thus the brightness may be deteriorated.

一實施例提供一種具有提高的亮度及對比度的新式化合物。 One embodiment provides a novel compound having improved brightness and contrast.

另一實施例提供一種包含所述新式化合物的核-殼染料。 Another embodiment provides a core-shell dye comprising the novel compound.

又一實施例提供一種包含所述新式化合物或核-殼染料的光敏樹脂組成物。 Yet another embodiment provides a photosensitive resin composition comprising the novel compound or a core-shell dye.

再一實施例提供一種使用所述光敏樹脂組成物製造的彩色濾光片。 Still another embodiment provides a color filter manufactured using the photosensitive resin composition.

一實施例提供一種由化學式1表示的化合物。 An embodiment provides a compound represented by Chemical Formula 1.

在化學式1中，L1及L2獨立地為經取代或未經取代的C1至C20伸烷基，R1及R2獨立地為經取代或未經取代的C1至C20烷基、經取代或未經取代的C3至C20環烷基或者經取代或未經取代的C6至C20芳基，且R3及R4獨立地為經取代或未經取代的C1至C20烷基或者經取代或未經取代的C6至C20芳基。 In Chemical Formula 1, L 1 and L 2 are independently a substituted or unsubstituted C1 to C20 alkyl group, and R 1 and R 2 are independently a substituted or unsubstituted C1 to C20 alkyl group, substituted. Or unsubstituted C3 to C20 cycloalkyl or substituted or unsubstituted C6 to C20 aryl, and R 3 and R 4 are independently substituted or unsubstituted C1 to C20 alkyl or substituted or Unsubstituted C6 to C20 aryl.

所述R1及R2可獨立地由化學式2或化學式3表示。 The R 1 and R 2 may be independently represented by Chemical Formula 2 or Chemical Formula 3.

在化學式2及化學式3中，A為C3至C20環烷烴環或苯環，L3為經取代或未經取代的C1至C10伸烷基，且R5為氫原子或者經取代或未經取代的C1至C10烷基。在化學式1中，R3及R4可獨立地為經取代或未經取代的C1至 C10烷基或者經取代或未經C1至C10烷基取代的C6至C20芳基。 In Chemical Formula 2 and Chemical Formula 3, A is a C3 to C20 cycloalkane ring or a benzene ring, L 3 is a substituted or unsubstituted C1 to C10 alkylene group, and R 5 is a hydrogen atom or substituted or unsubstituted C1 to C10 alkyl. In Chemical Formula 1, R 3 and R 4 may independently be a substituted or unsubstituted C1 to C10 alkyl group or a C6 to C20 aryl group substituted or not substituted with a C1 to C10 alkyl group.

由化學式1表示的化合物可選自由化學式1-1至化學式1-8表示的化合物。 The compound represented by Chemical Formula 1 may be selected from the compounds represented by Chemical Formula 1-1 to Chemical Formula 1-8.

[化學式1-7] [Chemical Formula 1-7]

另一實施例提供一種核-殼染料，所述核-殼染料包括：核，包含由化學式1表示的化合物；以及殼，環繞所述核。 Another embodiment provides a core-shell dye comprising: a core comprising a compound represented by Chemical Formula 1; and a shell surrounding the core.

所述殼可由化學式4或化學式5表示。 The shell may be represented by Chemical Formula 4 or Chemical Formula 5.

在化學式4及化學式5中，La至Ld獨立地為單鍵或者經取代或未經取代的C1至C10伸烷基。 In Chemical Formula 4 and Chemical Formula 5, L a to L d independently a single bond or a substituted or unsubstituted C1 to C10 alkylene group.

La至Ld可獨立地為經取代或未經取代的C1至C10伸烷基。 L a to L d may independently be a substituted or unsubstituted C1 to C10 alkyl group.

所述殼可由化學式4-1或化學式5-1表示。 The shell may be represented by Chemical Formula 4-1 or Chemical Formula 5-1.

[化學式5-1] [Chemical Formula 5-1]

所述殼的籠寬度(cage width)可介於6.5埃至7.5埃的範圍。 The cage width of the shell may range from 6.5 angstroms to 7.5 angstroms.

所述核可具有1奈米至3奈米的長度。 The core may have a length of from 1 nanometer to 3 nanometers.

所述核可在530奈米至680奈米的波長中具有最大吸收峰。 The core may have a maximum absorption peak in the wavelength range of 530 nm to 680 nm.

所述核-殼染料可選自由化學式6至化學式21表示的化合物。 The core-shell dye may be selected from the compounds represented by Chemical Formula 6 to Chemical Formula 21.

[化學式6] [Chemical Formula 6]

[化學式8] [Chemical Formula 8]

[化學式13] [Chemical Formula 13]

[化學式15] [Chemical Formula 15]

[化學式20] [Chemical Formula 20]

所述核-殼染料可以1：1的莫耳比包括所述核及所述殼。 The core-shell dye may include the core and the shell in a molar ratio of 1:1.

所述核-殼染料可為綠色染料。 The core-shell dye can be a green dye.

另一實施例提供一種包含所述化合物或核-殼染料的光敏樹脂組成物。 Another embodiment provides a photosensitive resin composition comprising the compound or a core-shell dye.

光敏樹脂組成物可更包含黏合劑樹脂、光可聚合單體、光聚合起始劑及溶劑。 The photosensitive resin composition may further comprise a binder resin, a photopolymerizable monomer, a photopolymerization initiator, and a solvent.

光敏樹脂組成物可更包含顏料。 The photosensitive resin composition may further contain a pigment.

以所述光敏樹脂組成物的總量計，所述光敏樹脂組成物可包含：0.5重量%至10重量%的所述化合物或所述核-殼染料；0.1重量%至30重量%的所述黏合劑樹脂；0.1重量%至30重量%的所述光可聚合單體；0.1重量%至5重量%的所述光聚合起始劑；以及餘量的所述溶劑。 The photosensitive resin composition may comprise: 0.5% by weight to 10% by weight of the compound or the core-shell dye; 0.1% by weight to 30% by weight, based on the total amount of the photosensitive resin composition a binder resin; 0.1% by weight to 30% by weight of the photopolymerizable monomer; 0.1% by weight to 5% by weight of the photopolymerization initiator; and the balance of the solvent.

所述光敏樹脂組成物可更包含丙二酸、3-胺基-1,2-丙二醇、包含乙烯基或(甲基)丙烯醯氧基的矽烷系偶合劑、調平劑、界面活性劑、自由基聚合起始劑或其組合。 The photosensitive resin composition may further comprise malonic acid, 3-amino-1,2-propanediol, a decane coupling agent containing a vinyl group or a (meth)acryloxy group, a leveling agent, a surfactant, A free radical polymerization initiator or a combination thereof.

另一實施例提供一種使用所述光敏樹脂組成物製造的彩色濾光片。 Another embodiment provides a color filter manufactured using the photosensitive resin composition.

本發明的其他實施例包含於以下詳細說明中。 Other embodiments of the invention are included in the detailed description that follows.

根據實施例的化合物或核-殼染料可達成具有提高的亮度及對比度的彩色濾光片。 A color filter having improved brightness and contrast can be achieved by the compound or core-shell dye according to the examples.

圖1為示出由化學式5-1表示的殼的籠寬度的視圖。 FIG. 1 is a view showing a cage width of a shell represented by Chemical Formula 5-1.

在下文中，詳細闡述本發明的實施例。然而，該些實施例為示範性的且本發明並非僅限於此，且本發明由申請專利範圍的範圍界定。 In the following, embodiments of the invention are explained in detail. However, the embodiments are exemplary and the invention is not limited thereto, and the invention is defined by the scope of the claims.

在本說明書中，當不另外提供具體定義時，「經取代」是 指化合物的至少一個氫原子經以下替代：鹵素原子(F、Cl、Br或I)、羥基、C1至C20烷氧基、硝基、氰基、胺基、亞胺基、疊氮基、脒基、肼基、腙基、羰基、胺甲醯基、硫醇基、酯基、醚基、羧基或其鹽、磺酸基或其鹽、磷酸或其鹽、C1至C20烷基、C2至C20烯基、C2至C20炔基、C6至C30芳基、C3至C20環烷基、C3至C20環烯基、C3至C20環炔基、C2至C20雜環烷基、C2至C20雜環烯基、C2至C20雜環炔基或其組合。 In this specification, when no specific definition is provided, "substitution" is It means that at least one hydrogen atom of a compound is replaced by a halogen atom (F, Cl, Br or I), a hydroxyl group, a C1 to C20 alkoxy group, a nitro group, a cyano group, an amine group, an imido group, an azide group, an anthracene group. Alkyl, fluorenyl, fluorenyl, carbonyl, amine carbaryl, thiol, ester, ether, carboxyl or a salt thereof, sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, C1 to C20 alkyl, C2 to C20 alkenyl, C2 to C20 alkynyl, C6 to C30 aryl, C3 to C20 cycloalkyl, C3 to C20 cycloalkenyl, C3 to C20 cycloalkynyl, C2 to C20 heterocycloalkyl, C2 to C20 heterocycle Alkenyl, C2 to C20 heterocycloalkynyl or a combination thereof.

在本說明書中，當不另外提供具體定義時，「雜環烷基」、「雜環烯基」、「雜環炔基」及「伸雜環烷基」是指包含N、O、S或P中的至少一個雜原子的環烷基、環烯基、環炔基及伸環烷基的各環狀化合物。 In the present specification, when a specific definition is not specifically provided, "heterocycloalkyl", "heterocyclenyl", "heterocycloalkynyl" and "heterocycloalkylene" mean N, O, S or Each cyclic compound of a cycloalkyl group, a cycloalkenyl group, a cycloalkynyl group, and a cycloalkyl group of at least one hetero atom in P.

在本說明書中，當不另外提供具體定義時，「(甲基)丙烯酸酯」是指「丙烯酸酯」及「甲基丙烯酸酯」。 In the present specification, "(meth) acrylate" means "acrylate" and "methacrylate" when a specific definition is not provided.

在本說明書中，當不另外提供具體定義時，術語「組合」是指混合或共聚合。 In the present specification, the term "combination" means mixing or copolymerization when a specific definition is not additionally provided.

在本說明書中，當不另外提供定義時，當化學鍵並未繪製在應給出處時，氫原子鍵結在所述位置處。 In the present specification, when a definition is not additionally provided, when a chemical bond is not drawn at a position to be given, a hydrogen atom is bonded at the position.

在本說明書中，當不另外提供具體定義時，「*」指示連接相同或不同原子或化學式的點。 In the present specification, when a specific definition is not additionally provided, "*" indicates a point connecting the same or different atoms or chemical formulas.

根據實施例的化合物由化學式1表示。 The compound according to the examples is represented by Chemical Formula 1.

[化學式1] [Chemical Formula 1]

在化學式1中，L1及L2獨立地為經取代或未經取代的C1至C20伸烷基，R1及R2獨立地為經取代或未經取代的C1至C20烷基、經取代或未經取代的C3至C20環烷基或者經取代或未經取代的C6至C20芳基，且R3及R4獨立地為經取代或未經取代的C1至C20烷基或者經取代或未經取代的C6至C20芳基。 In Chemical Formula 1, L 1 and L 2 are independently a substituted or unsubstituted C1 to C20 alkyl group, and R 1 and R 2 are independently a substituted or unsubstituted C1 to C20 alkyl group, substituted. Or unsubstituted C3 to C20 cycloalkyl or substituted or unsubstituted C6 to C20 aryl, and R 3 and R 4 are independently substituted or unsubstituted C1 to C20 alkyl or substituted or Unsubstituted C6 to C20 aryl.

由化學式1表示的化合物具有優異的綠色光譜特性及高莫耳消光係數(molar extinction coefficient)，且因此可用作綠色染料。然而，可在製造彩色抗蝕劑之後的烘烤製程期間因相對於顏料耐久性差而使亮度劣化。根據實施例的化合物具有包含胺基甲酸酯連接基的取代基，並且藉此可提高耐久性且可達成具有高亮度及高對比度的彩色濾光片。 The compound represented by Chemical Formula 1 has excellent green spectral characteristics and a molar extinction coefficient, and thus can be used as a green dye. However, the brightness may be deteriorated due to poor durability with respect to the pigment during the baking process after the color resist is manufactured. The compound according to the embodiment has a substituent containing a urethane linking group, and thereby durability can be improved and a color filter having high brightness and high contrast can be achieved.

在化學式1中，R1及R2可獨立地由化學式2或化學式3表示。 In Chemical Formula 1, R 1 and R 2 may be independently represented by Chemical Formula 2 or Chemical Formula 3.

在化學式2及化學式3中，A為C3至C20環烷烴環或苯環，L3為經取代或未經取代的C1至C10伸烷基，且R5為氫原子或者經取代或未經取代的C1至C10烷基。 In Chemical Formula 2 and Chemical Formula 3, A is a C3 to C20 cycloalkane ring or a benzene ring, L 3 is a substituted or unsubstituted C1 to C10 alkylene group, and R 5 is a hydrogen atom or substituted or unsubstituted C1 to C10 alkyl.

舉例而言，R1及R2可獨立地為經取代或未經取代的C3至C10環烷基、經取代或未經取代的C6至C20芳基或者包含經取代或未經取代的丙烯酸酯基的C1至C10烷基。舉例而言，C3至C10環烷基可為環戊基、環己基、環庚基等，但並非僅限於此。 For example, R 1 and R 2 may independently be a substituted or unsubstituted C 3 to C 10 cycloalkyl group, a substituted or unsubstituted C 6 to C 20 aryl group, or a substituted or unsubstituted acrylate. A C1 to C10 alkyl group. For example, the C3 to C10 cycloalkyl group may be a cyclopentyl group, a cyclohexyl group, a cycloheptyl group or the like, but is not limited thereto.

在化學式1中，R3及R4可獨立地為經取代或未經取代的C1至C10烷基或者經取代或未經C1至C10烷基取代的C6至C20芳基。 In Chemical Formula 1, R 3 and R 4 may independently be a substituted or unsubstituted C1 to C10 alkyl group or a C6 to C20 aryl group substituted or not substituted with a C1 to C10 alkyl group.

當由化學式1表示的化合物用於光敏樹脂組成物中(例如，作為染料)時，在稍後將闡述的溶劑中的溶解度可大於或等於5，例如為5至10。溶解度可以可溶解於100克溶劑中的染料(化合物)的量來獲得。當化合物(例如，染料)的溶解度處於所述範圍內時，可確保與光敏樹脂組成物中的其他組分(即，稍 後將闡述的黏合劑樹脂、光可聚合單體及光聚合起始劑)的相容性及著色性質，且可防止染料沈澱。 When the compound represented by Chemical Formula 1 is used in a photosensitive resin composition (for example, as a dye), the solubility in a solvent to be described later may be greater than or equal to 5, for example, 5 to 10. The solubility can be obtained by the amount of the dye (compound) which can be dissolved in 100 g of the solvent. When the solubility of the compound (for example, a dye) is within the range, it is ensured that other components in the photosensitive resin composition (ie, slightly The compatibility and coloring properties of the binder resin, photopolymerizable monomer, and photopolymerization initiator will be described later, and the dye precipitation can be prevented.

由化學式1表示的化合物可具有優異的耐熱性。亦即，由熱重量分析儀(thermogravimetric analyzer，TGA)所量測的熱分解溫度可大於或等於200℃，例如為200℃至300℃。 The compound represented by Chemical Formula 1 can have excellent heat resistance. That is, the thermal decomposition temperature measured by a thermogravimetric analyzer (TGA) may be greater than or equal to 200 ° C, for example, 200 ° C to 300 ° C.

由化學式1表示的化合物具有如下圖所示的三種共振結構，但在本說明書中，為方便起見，示出具有一種共振結構且由化學式1表示的化合物。換言之，由化學式1表示的化合物可具有所述三種共振結構中的任一種結構。 The compound represented by Chemical Formula 1 has three resonance structures as shown in the following figures, but in the present specification, a compound having a resonance structure and represented by Chemical Formula 1 is shown for the sake of convenience. In other words, the compound represented by Chemical Formula 1 may have any one of the three resonance structures.

由化學式1表示的化合物可選自由化學式1-1至化學式1-8表示的化合物。 The compound represented by Chemical Formula 1 may be selected from the compounds represented by Chemical Formula 1-1 to Chemical Formula 1-8.

[化學式1-1] [Chemical Formula 1-1]

[化學式1-4] [Chemical Formula 1-4]

根據另一實施例的核-殼染料可具有由核及環繞核的殼組成的結構。核包含由化學式1表示的化合物。具體而言，殼可為巨型環狀化合物，且因此環繞由化學式1表示的化合物並形成塗層。 A core-shell dye according to another embodiment may have a structure composed of a core and a shell surrounding the core. The core contains the compound represented by Chemical Formula 1. Specifically, the shell may be a giant cyclic compound, and thus surrounds the compound represented by Chemical Formula 1 and forms a coating.

在實施例中，核-殼染料具有與巨型環狀化合物對應的殼環繞由化學式1表示的化合物(即由化學式1表示的化合物存在於巨型環狀化合物內部)的結構，並且因此可具有提高的耐久性且可達成具有高亮度及高對比度的彩色濾光片。 In the embodiment, the core-shell dye has a structure in which a shell corresponding to the megacyclic compound surrounds the compound represented by Chemical Formula 1 (that is, the compound represented by Chemical Formula 1 exists inside the megacyclic compound), and thus may have an improved Durability and color filters with high brightness and high contrast can be achieved.

包含於核中或構成核的由化學式1表示的化合物的長度可為1奈米至3奈米、例如1.5奈米至2奈米。當由化學式1表示的化合物的長度處於所述範圍內時，可易於形成具有由核及殼構成的結構的核-殼染料。換言之，當由化學式1表示的化合物的長度處於所述範圍內時，可獲得其中殼環繞由化學式1表示的化合物的巨環化合物。當使用長度處於所述範圍之外的其他化合物時，難以形成其中殼環繞作為核的化合物的結構，且無法提高耐久性。 The compound represented by Chemical Formula 1 contained in or constituting the core may have a length of from 1 nm to 3 nm, for example from 1.5 nm to 2 nm. When the length of the compound represented by Chemical Formula 1 is within the above range, a core-shell dye having a structure composed of a core and a shell can be easily formed. In other words, when the length of the compound represented by Chemical Formula 1 is within the above range, a macrocyclic compound in which a shell surrounds the compound represented by Chemical Formula 1 can be obtained. When other compounds having a length outside the range are used, it is difficult to form a structure in which a shell surrounds a compound as a core, and durability cannot be improved.

包含於核中或構成核的由化學式1表示的化合物可在530奈米至680奈米的波長中具有最大吸收峰。包含具有所述光譜特性的由化學式1表示的化合物作為核的核-殼染料(例如綠色染料)可提供用於具有高亮度及高對比度的彩色濾光片的光敏樹脂組成物。 The compound represented by Chemical Formula 1 contained in or constituting the core may have a maximum absorption peak at a wavelength of from 530 nm to 680 nm. A core-shell dye (for example, a green dye) containing a compound represented by Chemical Formula 1 having the spectral characteristics as a core can provide a photosensitive resin composition for a color filter having high brightness and high contrast.

環繞包含由化學式1表示的化合物的核的殼可由化學式4或化學式5表示。 The shell surrounding the core containing the compound represented by Chemical Formula 1 can be represented by Chemical Formula 4 or Chemical Formula 5.

在化學式4及化學式5中，La至Ld獨立地為單鍵或者經取代或未經取代的C1至C10伸烷基。 In Chemical Formula 4 and Chemical Formula 5, L a to L d independently a single bond or a substituted or unsubstituted C1 to C10 alkylene group.

在化學式4或化學式5中，La至Ld可獨立地為經取代或 未經取代的C1至C10伸烷基。在此種情形中，易於形成其中殼環繞包含由化學式1表示的化合物的核的具有提高的溶解度的結構。 In Chemical Formula 4 or Formula 5, L a to L d independently is a substituted or unsubstituted C1 to C10 alkylene group. In this case, it is easy to form a structure in which the shell surrounds the core containing the compound represented by Chemical Formula 1 with improved solubility.

舉例而言，根據實施例的核-殼染料包含非共價鍵，即由化學式1表示的化合物的氧原子與由化學式4或化學式5表示的殼的氮原子之間的氫鍵。 For example, the core-shell dye according to the embodiment contains a non-covalent bond, that is, a hydrogen bond between an oxygen atom of the compound represented by Chemical Formula 1 and a nitrogen atom of a shell represented by Chemical Formula 4 or Chemical Formula 5.

所述殼可例如由化學式4-1或化學式5-1表示。 The shell may be represented, for example, by Chemical Formula 4-1 or Chemical Formula 5-1.

[化學式5-1] [Chemical Formula 5-1]

殼的籠寬度可介於6.5埃至7.5埃的範圍，且殼的體積可介於10埃至16埃的範圍。本發明中的籠寬度是指殼的內部距離，例如在由化學式4-1或化學式5-1表示的殼中，是指其中兩個亞甲基彼此連接的兩個不同伸苯基之間的距離(參見圖1)。當殼的籠寬度處於所述範圍內時，可獲得具有對包含由化學式1表示的化合物的核進行環繞的結構的核-殼染料，且因此當向光敏樹脂組成物中添加核-殼染料時，可達成具有提高的耐久性及高亮度的彩色濾光片。 The cage width of the shell may range from 6.5 angstroms to 7.5 angstroms, and the shell may have a volume ranging from 10 angstroms to 16 angstroms. The cage width in the present invention means the internal distance of the shell, for example, in the shell represented by Chemical Formula 4-1 or Chemical Formula 5-1, between two different phenyl groups in which two methylene groups are connected to each other. Distance (see Figure 1). When the cage width of the shell is within the range, a core-shell dye having a structure surrounding the core including the compound represented by Chemical Formula 1 can be obtained, and thus when a core-shell dye is added to the photosensitive resin composition A color filter with improved durability and high brightness can be achieved.

核-殼染料以1：1的莫耳比包括包含由化學式1表示的化合物的核及殼。當存在處於所述莫耳比內的核及殼時，可很好地形成對包含由化學式1表示的化合物的核進行環繞的塗層(殼)。 The core-shell dye includes a core and a shell containing the compound represented by Chemical Formula 1 at a molar ratio of 1:1. When a core and a shell in the molar ratio are present, a coating (shell) surrounding the core containing the compound represented by Chemical Formula 1 can be well formed.

舉例而言，核-殼染料可由選自由化學式6至化學式21表示的化合物中的一者表示，但並非僅限於此。 For example, the core-shell dye may be represented by one selected from the group consisting of compounds represented by Chemical Formula 6 to Chemical Formula 21, but is not limited thereto.

[化學式6] [Chemical Formula 6]

[化學式8] [Chemical Formula 8]

[化學式13] [Chemical Formula 13]

[化學式15] [Chemical Formula 15]

[化學式20] [Chemical Formula 20]

核-殼染料可單獨用作綠色染料，且亦可與輔助染料進行混合。 The core-shell dye can be used alone as a green dye and can also be mixed with an auxiliary dye.

輔助染料可為三芳基甲烷系染料、蒽醌系染料、苯亞甲基系染料、花青系染料、酞菁系染料、氮雜卟啉系染料、靛藍系染料、偶氮系染料、呫噸系染料等。 The auxiliary dye may be a triarylmethane dye, an anthraquinone dye, a benzylidene dye, a cyanine dye, a phthalocyanine dye, an azaporphyrin dye, an indigo dye, an azo dye, a xanthene Dyes and the like.

核-殼染料可與顏料進行混合。 The core-shell dye can be mixed with the pigment.

顏料可為紅色顏料、綠色顏料、藍色顏料、黃色顏料、黑色顏料等。 The pigment may be a red pigment, a green pigment, a blue pigment, a yellow pigment, a black pigment, or the like.

紅色顏料的實例可為顏色指數(C.I.)紅色顏料254、C.I.紅色顏料255、C.I.紅色顏料264、C.I.紅色顏料270、C.I.紅色顏料272、C.I.紅色顏料177、C.I.紅色顏料89等。綠色顏料的實例可為C.I.綠色顏料36、C.I.綠色顏料7、C.I.綠色顏料58、C.I.綠色顏料59、C.I.綠色顏料62等。藍色顏料的實例可為銅酞菁顏料，例如C.I.藍色顏料15：6、C.I.藍色顏料15、C.I.藍色顏料15：1、C.I.藍色顏料15：2、C.I.藍色顏料15：3、C.I.藍色顏料15：4、C.I藍色顏料15：5、C.I.藍色顏料16等。黃色顏料的實例可為異吲哚啉系顏料，例如C.I.黃色顏料139；喹酞酮系顏料，例如C.I.黃色顏料138；鎳錯合物顏料，例如C.I.黃色顏料150等。黑色顏料的實例可為苯胺黑、苝黑、鈦黑、碳黑等。所述顏料可單獨使用或以二或更多者的混合物形式使用，但並非僅限於此。 Examples of the red pigment may be a color index (C.I.) red pigment 254, a C.I. red pigment 255, a C.I. red pigment 264, a C.I. red pigment 270, a C.I. red pigment 272, a C.I. red pigment 177, a C.I. red pigment 89, and the like. Examples of the green pigment may be C.I. green pigment 36, C.I. green pigment 7, C.I. green pigment 58, C.I. green pigment 59, C.I. green pigment 62 and the like. An example of the blue pigment may be a copper phthalocyanine pigment such as CI blue pigment 15:6, CI blue pigment 15, CI blue pigment 15:1, CI blue pigment 15:2, CI blue pigment 15:3 , CI blue pigment 15:4, CI blue pigment 15:5, CI blue pigment 16 and the like. Examples of the yellow pigment may be an isoporphyrin pigment such as C.I. yellow pigment 139; a quinophthalone pigment such as C.I. yellow pigment 138; a nickel complex pigment such as C.I. yellow pigment 150 and the like. Examples of the black pigment may be aniline black, ruthenium black, titanium black, carbon black, or the like. The pigment may be used singly or in the form of a mixture of two or more, but is not limited thereto.

顏料可以顏料分散液狀態包含於用於彩色濾光片的光敏樹脂組成物中。顏料分散液可由顏料及溶劑、分散劑、分散樹脂等組成。 The pigment may be contained in the photosensitive resin composition for a color filter in a pigment dispersion state. The pigment dispersion liquid may be composed of a pigment and a solvent, a dispersant, a dispersion resin, and the like.

溶劑可為乙二醇乙酸酯、乙基溶纖劑、丙二醇甲醚乙酸酯、乳酸乙酯、聚乙二醇、環己酮、丙二醇甲醚等，且較佳為丙二醇甲醚乙酸酯。 The solvent may be ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether, etc., and is preferably propylene glycol methyl ether acetate. ester.

分散劑有助於顏料的均勻分散，且可包括非離子分散劑、陰離子分散劑或陽離子分散劑。具體實例可為聚伸烷基二醇 或其酯、聚氧化烯、多元醇酯環氧烷加成產物、醇環氧烷加成產物、磺酸酯、磺酸鹽、羧酸酯、羧酸鹽、烷基醯胺環氧烷加成產物、烷基胺，且該些分散劑可單獨使用或以二或更多者的混合物形式使用。 The dispersant contributes to uniform dispersion of the pigment and may include a nonionic dispersant, an anionic dispersant or a cationic dispersant. Polyalkylene glycol Or its ester, polyoxyalkylene, polyol ester alkylene oxide addition product, alcohol alkylene oxide addition product, sulfonate, sulfonate, carboxylate, carboxylate, alkylguanamine alkylene oxide plus A product, an alkylamine, and the dispersing agents may be used singly or in the form of a mixture of two or more.

分散樹脂可為包含羧基的丙烯酸系樹脂，且提高顏料分散液的穩定性及畫素的圖案性質。 The dispersion resin may be an acrylic resin containing a carboxyl group, and improves the stability of the pigment dispersion and the pattern properties of the pixels.

核-殼染料與顏料可以1：9至9：1的重量比且具體而言以3：7至7：3的重量比進行混合。當核-殼染料與顏料在所述重量比範圍內進行混合時，可在維持彩色特性的同時獲得高亮度及對比度。 The core-shell dye and the pigment may be mixed in a weight ratio of 1:9 to 9:1 and specifically in a weight ratio of 3:7 to 7:3. When the core-shell dye and the pigment are mixed in the weight ratio range, high brightness and contrast can be obtained while maintaining color characteristics.

根據另一實施例，提供一種包含由化學式1表示的化合物或核-殼染料的光敏樹脂組成物。 According to another embodiment, there is provided a photosensitive resin composition comprising the compound represented by Chemical Formula 1 or a core-shell dye.

光敏樹脂組成物包含(A)著色劑(由化學式1表示的化合物或核-殼染料)、(B)黏合劑樹脂、(C)光可聚合單體、(D)光聚合起始劑及(E)溶劑。 The photosensitive resin composition contains (A) a colorant (a compound represented by Chemical Formula 1 or a core-shell dye), (B) a binder resin, (C) a photopolymerizable monomer, (D) a photopolymerization initiator, and E) Solvent.

在下文中，具體闡述每一組分。 In the following, each component is specifically illustrated.

(A)著色劑 (A) colorant

著色劑包含由化學式1表示的化合物及/或核-殼染料，且所述由化學式1表示的化合物及/或核-殼染料為以上所述。 The colorant contains the compound represented by Chemical Formula 1 and/or a core-shell dye, and the compound represented by Chemical Formula 1 and/or the core-shell dye are as described above.

著色劑除了包含由化學式1表示的化合物及/或核-殼染料以外可更包含額外顏料，且所述顏料為以上所述。 The colorant may further contain an additional pigment in addition to the compound represented by Chemical Formula 1 and/or the core-shell dye, and the pigment is as described above.

以用於彩色濾光片的光敏樹脂組成物的總量計，可包含0.5重量%至10重量%、例如0.5重量%至5重量%的量的由化學 式1表示的化合物及/或核-殼染料。當使用處於所述範圍內的由化學式1表示的化合物及/或核-殼染料時，可達成為所期望的色座標下的高亮度及高對比度。 Depending on the total amount of the photosensitive resin composition for the color filter, the amount may be from 0.5% by weight to 10% by weight, for example from 0.5% by weight to 5% by weight, by chemistry. A compound represented by Formula 1 and/or a core-shell dye. When the compound represented by Chemical Formula 1 and/or the core-shell dye within the above range is used, it is possible to achieve high brightness and high contrast under a desired color coordinate.

(B)黏合劑樹脂 (B) Adhesive resin

黏合劑樹脂為第一乙烯系不飽和單體及可與其共聚合的第二乙烯系不飽和單體的共聚物，並且是包含至少一個丙烯酸系重複單元的樹脂。 The binder resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable therewith, and is a resin containing at least one acrylic repeating unit.

第一乙烯系不飽和單體為包含至少一個羧基的乙烯系不飽和單體。所述單體的實例包含(甲基)丙烯酸、順丁烯二酸、衣康酸、反丁烯二酸或其組合。 The first ethylenically unsaturated monomer is an ethylenically unsaturated monomer containing at least one carboxyl group. Examples of the monomer include (meth)acrylic acid, maleic acid, itaconic acid, fumaric acid, or a combination thereof.

以黏合劑樹脂的總量計，可包含5重量%至50重量%、例如10重量%至40重量%的量的第一烯系不飽和單體。 The first ethylenically unsaturated monomer may be included in an amount of from 5% by weight to 50% by weight, for example from 10% by weight to 40% by weight, based on the total of the binder resin.

第二乙烯系不飽和單體可為芳族乙烯基化合物，例如苯乙烯、α-甲基苯乙烯、乙烯基甲苯、乙烯基苯甲基甲醚等；不飽和羧酸酯化合物，例如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丁酯、(甲基)丙烯酸苯甲酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸苯酯等；不飽和羧酸胺基烷基酯化合物，例如(甲基)丙烯酸2-胺基乙酯、(甲基)丙烯酸2-二甲基胺基乙酯等；羧酸乙烯酯化合物，例如乙酸乙烯酯、苯甲酸乙烯酯等；不飽和羧酸縮水甘油基酯化合物，例如(甲基)丙烯酸縮水甘油基酯等；氰化乙烯化合物，例如(甲基)丙烯腈等；不飽和醯胺化合物，例如(甲基)丙烯醯胺等；等等， 且所述第二乙烯系不飽和單體可單獨或以二或更多者的混合物形式使用。 The second ethylenically unsaturated monomer may be an aromatic vinyl compound such as styrene, α-methylstyrene, vinyltoluene, vinylbenzyl methyl ether or the like; an unsaturated carboxylate compound such as (A) Methyl acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, benzene (meth) acrylate Methyl ester, cyclohexyl (meth)acrylate, phenyl (meth)acrylate, etc.; aminoalkyl ester of unsaturated carboxylic acid, such as 2-aminoethyl (meth)acrylate, (meth)acrylic acid 2-dimethylaminoethyl ester or the like; a vinyl carboxylate compound such as vinyl acetate, vinyl benzoate or the like; an unsaturated carboxylic acid glycidyl ester compound such as glycidyl (meth)acrylate; a vinyl cyanide compound such as (meth)acrylonitrile or the like; an unsaturated guanamine compound such as (meth) acrylamide, etc.; And the second ethylenically unsaturated monomer may be used singly or in the form of a mixture of two or more.

黏合劑樹脂的具體實例可為甲基丙烯酸/甲基丙烯酸苯甲酯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/苯乙烯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/甲基丙烯酸-2-羥基乙酯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/苯乙烯/甲基丙烯酸-2-羥基乙酯共聚物等，但並非僅限於此。該些黏合劑樹脂可單獨使用或以二或更多者的混合物形式使用。 Specific examples of the binder resin may be methacrylic acid/benzyl methacrylate copolymer, methacrylic acid/benzyl methacrylate/styrene copolymer, methacrylic acid/benzyl methacrylate/methyl group 2-hydroxyethyl acrylate copolymer, methacrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymer, etc., but not limited thereto. These binder resins may be used singly or in the form of a mixture of two or more.

黏合劑樹脂的重量平均分子量可為3,000克/莫耳至150,000克/莫耳、例如5,000克/莫耳至50,000克/莫耳、例如20,000克/莫耳至30,000克/莫耳。當黏合劑樹脂的重量平均分子量處於所述範圍內時，與基板的緊密接觸性質及物理化學性質得以改善，且黏度為適當的。 The binder resin may have a weight average molecular weight of from 3,000 g/m to 150,000 g/mole, such as from 5,000 g/m to 50,000 g/mole, for example from 20,000 g/m to 30,000 g/mole. When the weight average molecular weight of the binder resin is within the range, the close contact property and physicochemical property with the substrate are improved, and the viscosity is appropriate.

黏合劑樹脂的酸值可為15mgKOH/g至60mgKOH/g、例如20mgKOH/g至50mgKOH/g。當黏合劑樹脂的酸值處於所述範圍內時，可獲得優異的畫素解析度。 The binder resin may have an acid value of from 15 mgKOH/g to 60 mgKOH/g, for example from 20 mgKOH/g to 50 mgKOH/g. When the acid value of the binder resin is within the above range, excellent pixel resolution can be obtained.

以光敏樹脂組成物的總量計，可包含0.1重量%至30重量%、例如5重量%至20重量%的量的黏合劑樹脂。當包含處於以上範圍內的黏合劑樹脂時，可改善可顯影性，並且可在彩色濾光片的製造期間由於交聯改善而改善優異的表面光滑度。 The binder resin may be contained in an amount of from 0.1% by weight to 30% by weight, for example, from 5% by weight to 20% by weight based on the total of the photosensitive resin composition. When the binder resin in the above range is contained, developability can be improved, and excellent surface smoothness can be improved due to improvement in crosslinking during the manufacture of the color filter.

(C)光可聚合單體 (C) Photopolymerizable monomer

光可聚合單體可為包含至少一個乙烯系不飽和雙鍵的(甲 基)丙烯酸的單官能酯或多官能酯。 The photopolymerizable monomer may be composed of at least one ethylenically unsaturated double bond (A) A monofunctional or polyfunctional ester of acrylic acid.

光可聚合單體可因乙烯系不飽和雙鍵而在圖案形成製程中的曝光期間引起充分聚合且形成具有優異的耐熱性、耐光性及耐化學性的圖案。 The photopolymerizable monomer can cause sufficient polymerization during exposure during the pattern forming process due to the ethylenic unsaturated double bond and form a pattern having excellent heat resistance, light resistance, and chemical resistance.

光可聚合單體的具體實例可為乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、雙酚A二(甲基)丙烯酸酯、季戊四醇二(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、季戊四醇六(甲基)丙烯酸酯、二季戊四醇二(甲基)丙烯酸酯、二季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、雙酚A環氧基(甲基)丙烯酸酯、乙二醇單甲醚(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、磷酸三(甲基)丙烯醯氧基乙酯、酚醛環氧基(甲基)丙烯酸酯等。 Specific examples of the photopolymerizable monomer may be ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, propylene glycol di(methyl) Acrylate, neopentyl glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, bisphenol A (meth) acrylate, pentaerythritol di(meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol hexa (meth) acrylate, dipentaerythritol di (methyl) Acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa(meth) acrylate, bisphenol A epoxy (meth) acrylate, ethylene glycol single Methyl ether (meth) acrylate, trimethylolpropane tri(meth) acrylate, tris(meth) propylene methoxyethyl phosphate, phenol aldehyde epoxy (meth) acrylate, and the like.

光可聚合單體的市售實例可如下。單官能(甲基)丙烯酸酯可包括：亞羅尼斯(Aronix)M-101®、M-111®、M-114®(東亞合成化工有限公司(Toagosei Chemistry Industry Co.,Ltd.))；卡亞拉得(KAYARAD)TC-110S®、TC-120S®(日本化藥有限公司(Nippon Kayaku Co.,Ltd.))；V-158®、V-2311®(大阪有機化工有限公司(Osaka Organic Chemical Ind.,Ltd.))等。二官能(甲基)丙烯酸酯的實例可包括：Aronix M-210®、M-240®、M-6200®(東亞合成化 工有限公司)，KAYARAD HDDA®、HX-220®、R-604®(日本化藥有限公司)，V-260®、V-312®、V-335 HP®(大阪有機化工有限公司)等。三官能(甲基)丙烯酸酯的實例可包括：Aronix M-309®、M-400®、M-405®、M-450®、M-7100®、M-8030®、M-8060®(東亞合成化工有限公司)；KAYARAD TMPTA®、DPCA-20®、DPCA-30®、DPCA-60®、DPCA-120®(日本化藥有限公司)；V-295®、V-300®、V-360®、V-GPT®、V-3PA®、V-400®(大阪有機化工有限公司(Osaka Yuki Kayaku Kogyo Co.Ltd.))等。該些化合物可單獨使用或以二或更多者的混合物形式使用。 Commercial examples of photopolymerizable monomers can be as follows. Monofunctional (meth) acrylates may include: Aronix M-101 ® , M-111 ® , M-114 ® (Toagosei Chemistry Industry Co., Ltd.); KAYARAD TC-110S ® , TC-120S ® (Nippon Kayaku Co., Ltd.); V-158 ® , V-231 1® (Osaka Organic Chemical Co., Ltd. (Osaka) Organic Chemical Ind., Ltd.)) and the like. Examples of difunctional (meth) acrylates may include: Aronix M-210 ® , M-240 ® , M-6200 ® (East Asia Synthetic Chemical Co., Ltd.), KAYARAD HDDA ® , HX-220 ® , R-604 ® ( Nippon Kayaku Co., Ltd.), V-260 ® , V-312 ® , V-335 HP ® (Osaka Organic Chemical Co., Ltd.), etc. Examples of trifunctional (meth) acrylates may include: Aronix M-309 ® , M-400 ® , M-405 ® , M-450 ® , M-7100 ® , M-8030 ® , M-8060 ® (East Asia Synthetic Chemical Co., Ltd.); KAYARAD TMPTA ® , DPCA-20 ® , DPCA-30 ® , DPCA-60 ® , DPCA-120 ® (Japan Chemicals Co., Ltd.); V-295 ® , V-300 ® , V-360 ® , V-GPT ® , V-3PA ® , V-400 ® (Osaka Yuki Kayaku Kogyo Co. Ltd.), etc. These compounds may be used singly or in the form of a mixture of two or more.

光可聚合單體可用酸酐處理以改善可顯影性。 The photopolymerizable monomer can be treated with an acid anhydride to improve developability.

以光敏樹脂組成物的總量計，可包含0.1重量%至30重量%、例如5重量%至20重量%的量的光可聚合單體。當包含處於所述範圍內的光可聚合單體時，可改善在彩色濾光片的製造期間的圖案特性及可顯影性。 The photopolymerizable monomer may be included in an amount of 0.1% by weight to 30% by weight, for example, 5% by weight to 20% by weight based on the total amount of the photosensitive resin composition. When the photopolymerizable monomer in the range is contained, pattern characteristics and developability during the manufacture of the color filter can be improved.

(D)光聚合起始劑 (D) Photopolymerization initiator

光聚合起始劑可為苯乙酮系化合物、二苯甲酮系化合物、噻噸酮系化合物、安息香系化合物、三嗪系化合物、肟系化合物等。 The photopolymerization initiator may be an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, a triazine-based compound, or an anthraquinone-based compound.

苯乙酮系化合物的實例可為2,2'-二乙氧基苯乙酮、2,2'-二丁氧基苯乙酮、2-羥基-2-甲基苯丙酮、對第三丁基三氯苯乙酮、對第三丁基二氯苯乙酮、4-氯苯乙酮、2,2'-二氯-4-苯氧基苯乙酮、2-甲基-1-(4-(甲硫基)苯基)-2-嗎啉基丙-1-酮、2-苯甲基-2-二甲基胺 基-1-(4-嗎啉基苯基)-丁-1-酮等。 Examples of the acetophenone-based compound may be 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, and a third butyl group. Trichloroacetophenone, p-tert-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-( 4-(methylthio)phenyl)-2-morpholinylpropan-1-one, 2-benzyl-2-dimethylamine Keto-1-(4-morpholinylphenyl)-butan-1-one and the like.

二苯甲酮系化合物的實例可為二苯甲酮、苯甲酸苯甲醯基酯、苯甲酸苯甲醯基甲酯、4-苯基二苯甲酮、羥基二苯甲酮、丙烯酸化二苯甲酮、4,4'-雙(二甲基胺基)二苯甲酮、4,4'-雙(二乙基胺基)二苯甲酮、4-(二甲基胺基)二苯甲酮、4,4'-二氯二苯甲酮、3,3'-二甲基-2-甲氧基二苯甲酮等。 Examples of the benzophenone-based compound may be benzophenone, benzhydryl benzoate, benzhydryl methyl benzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated Benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4-(dimethylamino)di Benzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, and the like.

噻噸酮系化合物的實例可為噻噸酮、2-甲基噻噸酮、異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二異丙基噻噸酮、2-氯噻噸酮等。 Examples of the thioxanthone-based compound may be thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone , 2-chlorothioxanthone and the like.

安息香系化合物的實例可為安息香、安息香甲醚、安息香***、安息香異丙醚、安息香異丁醚、苯甲基二甲基縮酮等。 Examples of the benzoin-based compound may be benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal or the like.

三嗪系化合物的實例可為2,4,6-三氯-s-三嗪、2-苯基-4,6-雙(三氯甲基)-s-三嗪、2-(3',4'-二甲氧基苯乙烯基)-4,6-雙(三氯甲基)-s-三嗪、2-(4'-甲氧基萘基)-4,6-雙(三氯甲基)-s-三嗪、2-(對甲氧基苯基)-4,6-雙(三氯甲基)-s-三嗪、2-(對甲苯基)-4,6-雙(三氯甲基)-s-三嗪、2-聯苯基-4,6-雙(三氯甲基)-s-三嗪、雙(三氯甲基)-6-苯乙烯基-s-三嗪、2-(萘酚1-基)-4,6-雙(三氯甲基)-s-三嗪、2-(4-甲氧基萘酚1-基)-4,6-雙(三氯甲基)-s-三嗪、2-4-三氯甲基(胡椒基)-6-三嗪、2-4-三氯甲基(4'-甲氧基苯乙烯基)-6-三嗪等。 Examples of the triazine-based compound may be 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(3', 4'-dimethoxystyryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4'-methoxynaphthyl)-4,6-bis(trichloro) Methyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl)-4,6-double (trichloromethyl)-s-triazine, 2-biphenyl-4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s -triazine, 2-(naphthol 1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphthol-1-yl)-4,6- Bis(trichloromethyl)-s-triazine, 2-4-trichloromethyl(piperidinyl)-6-triazine, 2-4-trichloromethyl (4'-methoxystyryl) -6-triazine and the like.

肟系化合物的實例可為2-(O-苯甲醯基肟)-1-[4-(苯硫基)苯基]-1,2-辛二酮、1-(O-乙醯基肟)-1-[9-乙基-6-(2-甲基苯甲醯基)-9H-咔唑-3-基]乙酮等。 An example of the lanthanide compound may be 2-(O-benzylidene fluorenyl)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(O-ethenyl fluorene). )-1-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]ethanone.

光聚合起始劑除所述化合物之外可更包含咔唑系化合物、二酮系化合物、硼酸鋶系化合物、疊氮系化合物、咪唑系化合物、聯咪唑系化合物、茀系化合物等。 The photopolymerization initiator may further contain an oxazole compound, a diketone compound, a lanthanum borate compound, an azide compound, an imidazole compound, a biimidazole compound, an anthraquinone compound, and the like in addition to the compound.

以光敏性樹脂組成物的總量計，可包含0.1重量%至5重量%、例如1重量%至3重量%的量的光聚合起始劑。當包含處於所述範圍內的光聚合起始劑時，所述組成物可當在用於製備彩色濾光片的圖案形成製程期間被曝光時充分進行光聚合，以達成優異的敏感性並提高透射率。 The photopolymerization initiator may be contained in an amount of 0.1% by weight to 5% by weight, for example, 1% by weight to 3% by weight based on the total amount of the photosensitive resin composition. When a photopolymerization initiator in the range is contained, the composition can be sufficiently photopolymerized when exposed during a pattern forming process for preparing a color filter to achieve excellent sensitivity and improvement Transmittance.

(E)溶劑 (E) solvent

溶劑並無特別限制，且具體而言例如為醇，例如甲醇、乙醇等；醚，例如二氯***、正丁醚、二異戊醚、甲基苯醚、四氫呋喃等；二醇醚，例如乙二醇甲醚、乙二醇***、丙二醇甲醚等；溶纖劑乙酸酯，例如甲基溶纖劑乙酸酯、乙基溶纖劑乙酸酯、二乙基溶纖劑乙酸酯等；卡必醇，例如甲基乙基卡必醇、二乙基卡必醇、二乙二醇單甲醚、二乙二醇單***、二乙二醇二甲醚、二乙二醇甲***、二乙二醇二***等；丙二醇烷基醚乙酸酯，例如丙二醇甲醚乙酸酯、丙二醇丙醚乙酸酯等；芳香族烴，例如甲苯、二甲苯等；酮，例如甲乙酮、環己酮、4-羥基-4-甲基-2-戊酮、甲基正丙基酮、甲基正丁基酮、甲基正戊基酮、2-庚酮等；飽和脂族單羧酸烷基酯，例如乙酸乙酯、乙酸正丁酯、乙酸異丁酯等；乳酸烷基酯，例如乳酸甲酯、乳酸乙酯等；羥基乙酸烷基酯，例如羥基乙酸甲酯、羥基乙酸乙酯、羥基乙酸丁酯等；乙酸烷氧基 烷基酯，例如甲氧基乙酸甲酯、甲氧基乙酸乙酯、甲氧基乙酸丁酯、乙氧基乙酸甲酯、乙氧基乙酸乙酯等；3-羥基丙酸烷基酯，例如3-羥基丙酸甲酯、3-羥基丙酸乙酯等；3-烷氧基丙酸烷基酯，例如3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸乙酯、3-乙氧基丙酸甲酯等；2-羥基丙酸烷基酯，例如2-羥基丙酸甲酯、2-羥基丙酸乙酯、2-羥基丙酸丙酯等；2-烷氧基丙酸烷基酯，例如2-甲氧基丙酸甲酯、2-甲氧基丙酸乙酯、2-乙氧基丙酸乙酯、2-乙氧基丙酸甲酯等；2-羥基-2-甲基丙酸烷基酯，例如2-羥基-2-甲基丙酸甲酯、2-羥基-2-甲基丙酸乙酯等；2-烷氧基-2-甲基丙酸烷基酯，例如2-甲氧基-2-甲基丙酸甲酯、2-乙氧基-2-甲基丙酸乙酯等；酯，例如丙酸2-羥基乙酯、丙酸2-羥基-2-甲基乙酯、乙酸羥基乙酯、丁酸2-羥基-3-甲基甲酯等；或酮酸酯，例如丙酮酸乙酯等，且另外為N-甲基甲醯胺、N,N-二甲基甲醯胺、N-甲基甲醯苯胺、N-甲基乙醯胺、N,N-二甲基乙醯胺、N-甲基吡咯啶酮、二甲亞碸、苯甲基乙基醚、二己基醚、乙醯丙酮、異佛爾酮、己酸、辛酸、1-辛醇、1-壬醇、苯甲醇、乙酸苯甲酯、苯甲酸乙酯、乙二酸二乙酯、順丁烯二酸二乙酯、γ-丁內酯、碳酸伸乙酯、碳酸伸丙酯、苯基溶纖劑乙酸酯(phenyl cellosolve acetate)等，所述溶劑可單獨使用或以二或更多者的混合物形式使用。 The solvent is not particularly limited, and specifically, for example, an alcohol such as methanol, ethanol or the like; an ether such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methyl phenyl ether, tetrahydrofuran or the like; a glycol ether such as B. Glycol methyl ether, ethylene glycol ether, propylene glycol methyl ether, etc.; cellosolve acetate, such as methyl cellosolve acetate, ethyl cellosolve acetate, diethyl cellosolve acetate Etc.; carbitol, such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol Ethyl ether, diethylene glycol diethyl ether, etc.; propylene glycol alkyl ether acetate, such as propylene glycol methyl ether acetate, propylene glycol propyl ether acetate, etc.; aromatic hydrocarbons such as toluene, xylene, etc.; ketones, such as methyl ethyl ketone, Cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl n-propyl ketone, methyl n-butyl ketone, methyl n-amyl ketone, 2-heptanone, etc.; saturated aliphatic monocarboxylic acid An acid alkyl ester such as ethyl acetate, n-butyl acetate, isobutyl acetate or the like; an alkyl lactate such as methyl lactate, ethyl lactate or the like; an alkyl glycolate; For example, methyl hydroxyacetate, ethyl hydroxyacetate, butyl hydroxyacetate, etc.; alkoxy acetate An alkyl ester such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, etc.; alkyl 3-hydroxypropionate, For example, methyl 3-hydroxypropionate, ethyl 3-hydroxypropionate, etc.; alkyl 3-alkoxypropionate, such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, Ethyl 3-ethoxypropionate, methyl 3-ethoxypropionate, etc.; alkyl 2-hydroxypropionate, such as methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, 2-hydroxyl Propyl propionate or the like; 2-alkoxypropionic acid alkyl ester, such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, 2- Methyl ethoxypropionate; etc.; alkyl 2-hydroxy-2-methylpropionate, such as methyl 2-hydroxy-2-methylpropionate, ethyl 2-hydroxy-2-methylpropionate, etc. ; 2-alkoxy-2-methylpropionic acid alkyl ester, such as methyl 2-methoxy-2-methylpropanoate, ethyl 2-ethoxy-2-methylpropionate, etc.; ester For example, 2-hydroxyethyl propionate, 2-hydroxy-2-methylethyl propionate, hydroxyethyl acetate, 2-hydroxy-3-methylmethyl butyrate, etc.; or a keto ester such as pyruvic acid Ethyl ester, etc. And additionally N-methylformamide, N,N-dimethylformamide, N-methylformanilide, N-methylacetamide, N,N-dimethylacetamide, N -methylpyrrolidone, dimethyl hydrazine, benzyl ethyl ether, dihexyl ether, acetoacetone, isophorone, caproic acid, octanoic acid, 1-octanol, 1-nonanol, benzyl alcohol, Benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethyl carbonate, propyl carbonate, phenyl cellosolve acetate (phenyl cellosolve acetate) or the like, the solvent may be used singly or in the form of a mixture of two or more.

考慮到混溶性及反應性，溶劑可期望為二醇醚，例如乙二醇單***等；乙二醇烷基醚乙酸酯，例如乙基溶纖劑乙酸酯等；酯，例如丙酸-2-羥基乙酯等；二乙二醇，例如二乙二醇單甲醚等； 丙二醇烷基醚乙酸酯，例如丙二醇單甲醚乙酸酯、丙二醇丙醚乙酸酯等。 In view of miscibility and reactivity, a solvent may be expected to be a glycol ether such as ethylene glycol monoethyl ether or the like; an ethylene glycol alkyl ether acetate such as ethyl cellosolve acetate; an ester such as propionic acid; 2-hydroxyethyl ester or the like; diethylene glycol, such as diethylene glycol monomethyl ether; Propylene glycol alkyl ether acetate, such as propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate, and the like.

以光敏性樹脂組成物的總量計，溶劑是以餘量使用且具體而言為20重量%至90重量%。用於彩色濾光片的光敏樹脂組成物具有塗佈性質，且可維持厚度為3微米或大於3微米的膜的優異平坦度。 The solvent is used in the balance of the total amount of the photosensitive resin composition and specifically 20% by weight to 90% by weight. The photosensitive resin composition for a color filter has coating properties and can maintain excellent flatness of a film having a thickness of 3 μm or more.

(F)其他添加劑 (F) Other additives

光敏樹脂組成物可更包含添加劑，例如丙二酸；3-胺基-1,2-丙二醇；包含乙烯基或(甲基)丙烯醯氧基的矽烷系偶合劑；調平劑；氟系界面活性劑；自由基聚合起始劑等，以在塗佈期間防止汙漬或斑點、對調平進行調整或防止由於未顯影而產生圖案殘餘物。 The photosensitive resin composition may further comprise an additive such as malonic acid; 3-amino-1,2-propanediol; a decane-based coupling agent containing a vinyl group or a (meth)acryloxy group; a leveling agent; a fluorine-based interface An active agent; a radical polymerization initiator or the like to prevent stains or spots during coating, to adjust leveling or to prevent pattern residue from being developed.

另外，光敏樹脂組成物可更包含例如環氧化合物等添加劑，以改善與基板的緊密接觸性質。 Further, the photosensitive resin composition may further contain an additive such as an epoxy compound to improve the close contact property with the substrate.

環氧化合物的實例可為苯酚酚醛環氧化合物、四甲基聯苯環氧化合物、雙酚A環氧化合物、脂環環氧化合物或其組合。 Examples of the epoxy compound may be a phenol novolac epoxy compound, a tetramethylbiphenyl epoxy compound, a bisphenol A epoxy compound, an alicyclic epoxy compound, or a combination thereof.

可根據所期望的性質來控制添加劑的量。 The amount of additive can be controlled according to the desired properties.

另一實施例提供一種使用所述光敏樹脂組成物製造的彩色濾光片。製造所述彩色濾光片的方法如下。 Another embodiment provides a color filter manufactured using the photosensitive resin composition. The method of manufacturing the color filter is as follows.

利用旋塗、狹縫塗佈等適當方法，在裸玻璃基板上或在上面塗佈有厚度為500埃至1500埃的SiNx作為保護層的玻璃基板上將用於彩色濾光片的光敏樹脂組成物塗佈至具有3.1微米至3.4 微米的厚度。在所述塗佈之後，照射光以形成彩色濾光片所需要的圖案。在照射之後，用鹼性顯影液對經塗佈層進行處理，且可溶解經塗佈層的非輻射區，從而形成用於影像彩色濾光片的圖案。端視紅色、綠色及藍色的所需數目來重複此製程，從而製作具有所期望圖案的彩色濾光片。 Photosensitive resin to be used for color filters on a bare glass substrate or a glass substrate coated with SiN x having a thickness of 500 Å to 1500 Å as a protective layer by a suitable method such as spin coating or slit coating The composition was coated to have a thickness of 3.1 microns to 3.4 microns. After the coating, the light is irradiated to form a pattern required for the color filter. After the irradiation, the coated layer is treated with an alkaline developing solution, and the non-radiated region of the coated layer is dissolved to form a pattern for the image color filter. This process is repeated by looking at the desired number of red, green, and blue colors to produce a color filter having a desired pattern.

另外，藉由熱處理、光化射線輻射等對藉由顯影所取得的影像圖案進行固化，結果提高了抗裂性、耐溶劑性等。 Further, the image pattern obtained by the development is cured by heat treatment, actinic radiation, or the like, and as a result, crack resistance, solvent resistance, and the like are improved.

在下文中，較佳為參考實例更詳細地闡述本發明。然而，該些實例不應在任何意義上被解釋為限制本發明的範圍。 In the following, the invention will be explained in more detail with reference to a reference example. However, the examples are not to be construed as limiting the scope of the invention in any way.

(單分子化合物的製備)(Preparation of single molecule compounds)

(合成例1：中間物A-1的合成)(Synthesis Example 1: Synthesis of Intermediate A-1)

將2,4-二甲基二苯基胺(10莫耳)、1-溴-2-(甲氧基甲氧基)乙烷(20莫耳)及氫化鈉(20莫耳)放入了N,N-二甲基甲醯胺中，且接著加熱至80℃並攪拌了24小時。向所述溶液中添加了乙酸乙酯，且用水將所述混合物洗滌了兩次以萃取有機層。在減壓下對所萃取的有機層進行了蒸餾並藉由管柱層析法進行了分離 以獲得中間物A-1。 2,4-Dimethyldiphenylamine (10 moles), 1-bromo-2-(methoxymethoxy)ethane (20 moles) and sodium hydride (20 moles) were placed N,N-dimethylformamide, and then heated to 80 ° C and stirred for 24 hours. Ethyl acetate was added to the solution, and the mixture was washed twice with water to extract an organic layer. The extracted organic layer was distilled under reduced pressure and separated by column chromatography. Obtain intermediate A-1.

(合成例2：中間物A-2的合成)(Synthesis Example 2: Synthesis of Intermediate A-2)

將中間物A-1(60毫莫耳)及3,4-二羥基-3-環丁烯-1,2-二酮(30毫莫耳)放入了甲苯(200毫升)及丁醇(200毫升)中，且用迪安-斯塔克(Dean-stark)蒸餾器移除了因使所述混合物回流而產生的水。在將殘餘物攪拌了12小時後，在減壓下對綠色反應物進行了蒸餾並藉由管柱層析法進行了純化以獲得中間物A-2。 Intermediate A-1 (60 mmol) and 3,4-dihydroxy-3-cyclobutene-1,2-dione (30 mmol) were placed in toluene (200 mL) and butanol ( In 200 ml), water produced by refluxing the mixture was removed with a Dean-stark distiller. After the residue was stirred for 12 hours, the green reaction was distilled under reduced pressure and purified by column chromatography to afford Intermediate A-2.

(合成例3：中間物A-3的合成)(Synthesis Example 3: Synthesis of Intermediate A-3)

將中間物A-2(5毫莫耳)溶解在了氯仿溶劑(600毫升)中，且在室溫下歷時5小時向其中滴加了藉由將異酞醯氯(isophthaloyl chloride)(20毫莫耳)及對伸二甲苯二胺(20毫莫 耳)溶解於氯仿(60毫升)中而獲得的溶液。在12小時後，在減壓下對反應物進行了蒸餾並藉由管柱層析法進行了分離以獲得中間物A-3。 The intermediate A-2 (5 mmol) was dissolved in chloroform solvent (600 ml) and added thereto at room temperature over 5 hours by isophthaloyl chloride (20 m). Mohr) and p-xylenediamine (20 mmol) Ear) A solution obtained by dissolving in chloroform (60 ml). After 12 hours, the reactant was distilled under reduced pressure and separated by column chromatography to obtain Intermediate A-3.

(合成例4：中間物A-4的合成)(Synthesis Example 4: Synthesis of Intermediate A-4)

將中間物A-2(5毫莫耳)溶解在了氯仿溶劑(600毫升)中，且向其中添加了三乙胺(50毫莫耳)。在室溫下歷時5小時向其中滴加了藉由將2,6-吡啶二羰基二氯化物(20毫莫耳)及對伸二甲苯二胺(20毫莫耳)溶解於氯仿(60毫升)中而獲得的溶液。在12小時後，在減壓下對反應物進行了蒸餾並藉由管柱層析法進行了分離以獲得中間物A-4。 Intermediate A-2 (5 mmol) was dissolved in chloroform solvent (600 ml), and triethylamine (50 mmol) was added thereto. It was added dropwise at room temperature over 5 hours by dissolving 2,6-pyridinedicarbonyldichloride (20 mmol) and para-xylenediamine (20 mmol) in chloroform (60 ml). The solution obtained in the middle. After 12 hours, the reactant was distilled under reduced pressure and separated by column chromatography to obtain Intermediate A-4.

(合成例5：中間物B-1的合成)(Synthesis Example 5: Synthesis of Intermediate B-1)

將中間物A-3(5毫莫耳)及10%的HCl添加至經混合溶劑(乙醇：二氯甲烷=2：8，200毫升)中，且在40℃下將所述混合物攪拌了24小時。對反應物進行了攪拌並接著在減壓下進行了蒸餾，且藉由管柱層析法進行了純化以獲得中間物B-1。 Intermediate A-3 (5 mmol) and 10% HCl were added to a mixed solvent (ethanol: dichloromethane = 2:8, 200 ml), and the mixture was stirred at 40 ° C. hour. The reaction was stirred and then distilled under reduced pressure and purified by column chromatography to afford Intermediate B-1.

(合成例6：中間物B-2的合成)(Synthesis Example 6: Synthesis of Intermediate B-2)

除了使用中間物A-4替代了中間物A-3以外，根據與合成例5相同的方法獲得了中間物B-2。 Intermediate B-2 was obtained in the same manner as in Synthesis Example 5 except that Intermediate A-4 was used instead of Intermediate A-3.

(合成例7：由化學式6表示的核-殼染料的合成)(Synthesis Example 7: Synthesis of core-shell dye represented by Chemical Formula 6)

使用中間物B-1(5毫莫耳)、環己基異氰酸酯(8毫莫耳)及二丁基錫二月桂酸酯(觸媒量)製備了四氫呋喃溶液(100毫升)，且在氮氣氣氛下將四氫呋喃溶液攪拌了6小時。對反應物進行了攪拌並接著在減壓下進行了蒸餾，且藉由管柱層析法進行了純化以獲得由化學式6表示的化合物。 A tetrahydrofuran solution (100 ml) was prepared using Intermediate B-1 (5 mmol), cyclohexyl isocyanate (8 mmol) and dibutyltin dilaurate (catalytic amount), and tetrahydrofuran was placed under a nitrogen atmosphere. The solution was stirred for 6 hours. The reactant was stirred and then distilled under reduced pressure, and purified by column chromatography to obtain a compound represented by Chemical Formula 6.

基質輔助雷射脫附離子化-飛行時間質譜(matrix-assisted laser desorption ionization-time of flight mass spectrometry，Maldi-tof MS)：1342.65質荷比(mass-to-charge ratio，m/z) Matrix-assisted laser desorption ionization-time of flight mass spectrometry (Maldi-tof MS): 1342.65 mass-to-charge ratio (m/z)

(合成例8：由化學式7表示的核-殼染料的合成)(Synthesis Example 8: Synthesis of core-shell dye represented by Chemical Formula 7)

除了使用中間物B-2替代了中間物B-1以外，根據與合成例7相同的方法合成了由化學式8表示的化合物。 The compound represented by Chemical Formula 8 was synthesized in the same manner as in Synthesis Example 7, except that Intermediate B-2 was used instead of Intermediate B-1.

Maldi-tof MS：1344.64m/z Maldi-tof MS: 1344.64m/z

(合成例9：由化學式8表示的核-殼染料的合成)(Synthesis Example 9: Synthesis of core-shell dye represented by Chemical Formula 8)

除了使用丙烯酸-2-異氰酸基乙酯替代了環己基異氰酸酯以外，根據與合成例7相同的方法合成了由化學式8表示的化合物。 The compound represented by Chemical Formula 8 was synthesized in the same manner as in Synthesis Example 7 except that the cyclohexyl isocyanate was replaced with 2-isocyanoethyl acrylate.

Maldi-tof MS：1375.56m/z Maldi-tof MS: 1375.56m/z

(合成例10：由化學式9表示的核-殼染料的合成)(Synthesis Example 10: Synthesis of core-shell dye represented by Chemical Formula 9)

除了使用中間物B-2替代了中間物B-1以外，根據與合成例9相同的方法合成了由化學式9表示的化合物。 The compound represented by Chemical Formula 9 was synthesized in the same manner as in Synthesis Example 9 except that Intermediate B-2 was used instead of Intermediate B-1.

Maldi-tof MS：1378.53m/z Maldi-tof MS: 1376.53m/z

(合成例11：由化學式10表示的核-殼染料的合成)(Synthesis Example 11: Synthesis of core-shell dye represented by Chemical Formula 10)

除了使用甲基丙烯醯氧基乙基異氰酸酯替代了環己基異氰酸酯以外，根據與合成例7相同的方法合成了由化學式10表示的化合物。 The compound represented by Chemical Formula 10 was synthesized in the same manner as in Synthesis Example 7, except that methacryloxyethyl isocyanate was used instead of cyclohexyl isocyanate.

Maldi-tof MS：1402.60m/z Maldi-tof MS: 1402.60m/z

(合成例12：由化學式11表示的核-殼染料的合成)(Synthesis Example 12: Synthesis of core-shell dye represented by Chemical Formula 11)

除了使用中間物B-2替代了中間物B-1以外，根據與合成例11相同的方法合成了由化學式11表示的化合物。 The compound represented by Chemical Formula 11 was synthesized in the same manner as in Synthesis Example 11 except that Intermediate B-2 was used instead of Intermediate B-1.

Maldi-tof MS：1405.59m/z Maldi-tof MS: 1405.59m/z

(合成例13：由化學式12表示的核-殼染料的合成)(Synthesis Example 13: Synthesis of core-shell dye represented by Chemical Formula 12)

除了使用苯基異氰酸酯替代了環己基異氰酸酯以外，根據與合成例7相同的方法合成了由化學式12表示的化合物。 The compound represented by Chemical Formula 12 was synthesized in the same manner as in Synthesis Example 7, except that phenyl isocyanate was used instead of cyclohexyl isocyanate.

Maldi-tof MS：1330.55m/z Maldi-tof MS: 1335.55m/z

(合成例14：由化學式13表示的核-殼染料的合成)(Synthesis Example 14: Synthesis of core-shell dye represented by Chemical Formula 13)

除了使用中間物B-2替代了中間物B-1以外，根據與合成例13相同的方法合成了由化學式13表示的化合物。 The compound represented by Chemical Formula 13 was synthesized in the same manner as in Synthesis Example 13 except that Intermediate B-2 was used instead of Intermediate B-1.

Maldi-tof MS：1332.54m/z Maldi-tof MS: 1332.54m/z

(合成例15：中間物C-1的合成)(Synthesis Example 15: Synthesis of Intermediate C-1)

向二氯甲烷中添加了2-(乙基苯胺基)乙醇(10莫耳)、氯甲基甲醚(15莫耳)及三乙胺(15莫耳)，並接著攪拌了24小時。在減壓下對此溶液進行了蒸餾並藉由管柱層析法進行了分離以獲得中間物C-1。 2-(Ethylanilino)ethanol (10 mol), chloromethyl methyl ether (15 mol) and triethylamine (15 mol) were added to dichloromethane, followed by stirring for 24 hours. This solution was distilled under reduced pressure and separated by column chromatography to obtain Intermediate C-1.

(合成例16：中間物C-2的合成)(Synthesis Example 16: Synthesis of Intermediate C-2)

除了使用中間物C-1替代了中間物A-1以外，根據與合成例2相同的方法獲得了中間物C-2。 Intermediate C-2 was obtained in the same manner as in Synthesis Example 2 except that Intermediate C-1 was used instead of Intermediate A-1.

(合成例17：中間物C-3的合成)(Synthesis Example 17: Synthesis of Intermediate C-3)

除了使用中間物C-2替代了中間物A-1以外，根據與合成例3相同的方法獲得了中間物C-3。 Intermediate C-3 was obtained in the same manner as in Synthesis Example 3 except that Intermediate C-2 was used instead of Intermediate A-1.

(合成例18：中間物C-4的合成)(Synthesis Example 18: Synthesis of Intermediate C-4)

除了使用中間物C-2替代了中間物A-2以外，根據與合成例4相同的方法獲得了中間物C-4。 Intermediate C-4 was obtained in the same manner as in Synthesis Example 4 except that Intermediate C-2 was used instead of Intermediate A-2.

(合成例19：中間物D-1的合成)(Synthesis Example 19: Synthesis of Intermediate D-1)

除了使用中間物C-3替代了中間物A-3以外，根據與合成例5相同的方法獲得了中間物D-1。 Intermediate D-1 was obtained in the same manner as in Synthesis Example 5 except that Intermediate C-3 was used instead of Intermediate A-3.

(合成例20：中間物D-2的合成)(Synthesis Example 20: Synthesis of Intermediate D-2)

除了使用中間物C-4替代了中間物A-4以外，根據與合成例6相同的方法獲得了中間物D-2。 Intermediate D-2 was obtained in the same manner as in Synthesis Example 6, except that Intermediate C-4 was used instead of Intermediate A-4.

(合成例21：由化學式14表示的核-殼染料的合成)(Synthesis Example 21: Synthesis of core-shell dye represented by Chemical Formula 14)

除了使用中間物D-1替代了中間物B-1以外，根據與合成例7相同的方法合成了由化學式14表示的化合物。 The compound represented by Chemical Formula 14 was synthesized in the same manner as in Synthesis Example 7, except that Intermediate D-1 was used instead of Intermediate B-1.

Maldi-tof MS：1190.58m/z Maldi-tof MS: 1109.58m/z

(合成例22：由化學式15表示的核-殼染料的合成)(Synthesis Example 22: Synthesis of core-shell dye represented by Chemical Formula 15)

除了使用中間物D-2替代了中間物D-1以外，根據與合成例21相同的方法合成了由化學式15表示的化合物。 The compound represented by Chemical Formula 15 was synthesized in the same manner as in Synthesis Example 21 except that Intermediate D-2 was used instead of Intermediate D-1.

Maldi-tof MS：1193.42m/z Maldi-tof MS: 1193.42m/z

(合成例23：由化學式16表示的核-殼染料的合成)(Synthesis Example 23: Synthesis of core-shell dye represented by Chemical Formula 16)

除了使用丙烯酸-2-異氰酸基乙酯替代了環己基異氰酸酯以外，根據與合成例21相同的方法合成了由化學式16表示的化合物。 The compound represented by Chemical Formula 16 was synthesized in the same manner as in Synthesis Example 21 except that the cyclohexyl isocyanate was replaced with 2-isocyanoethyl acrylate.

Maldi-tof MS：1222.50m/z Maldi-tof MS: 1222.50m/z

(合成例24：由化學式17表示的核-殼染料的合成)(Synthesis Example 24: Synthesis of core-shell dye represented by Chemical Formula 17)

除了使用中間物D-2替代了中間物D-1以外，根據與合成例23相同的方法合成了由化學式17表示的化合物。 The compound represented by Chemical Formula 17 was synthesized in the same manner as in Synthesis Example 23 except that Intermediate D-2 was used instead of Intermediate D-1.

Maldi-tof MS：1224.49m/z Maldi-tof MS: 1224.49m/z

(合成例25：由化學式18表示的核-殼染料的合成)(Synthesis Example 25: Synthesis of core-shell dye represented by Chemical Formula 18)

除了使用甲基丙烯醯氧基乙基異氰酸酯替代了環己基異氰酸酯以外，根據與合成例21相同的方法合成了由化學式18表示的化合物。 The compound represented by Chemical Formula 18 was synthesized in the same manner as in Synthesis Example 21, except that methacrylic acid ethoxyethyl isocyanate was used instead of cyclohexyl isocyanate.

Maldi-tof MS：1251.40m/z Maldi-tof MS: 1251.40m/z

(合成例26：由化學式19表示的核-殼染料的合成)(Synthesis Example 26: Synthesis of core-shell dye represented by Chemical Formula 19)

除了使用中間物D-2替代了中間物D-1以外，根據與合成例25相同的方法合成了由化學式19表示的化合物。 The compound represented by Chemical Formula 19 was synthesized in the same manner as in Synthesis Example 25 except that Intermediate D-2 was used instead of Intermediate D-1.

Maldi-tof MS：1252.52m/z Maldi-tof MS: 1252.52m/z

(合成例27：由化學式20表示的核-殼染料的合成)(Synthesis Example 27: Synthesis of core-shell dye represented by Chemical Formula 20)

除了使用苯基異氰酸酯替代了環己基異氰酸酯以外，根據與合成例21相同的方法合成了由化學式20表示的化合物。 The compound represented by Chemical Formula 20 was synthesized in the same manner as in Synthesis Example 21 except that phenyl isocyanate was used instead of cyclohexyl isocyanate.

Maldi-tof MS：1178.49m/z Maldi-tof MS: 1178.49m/z

(合成例28：由化學式21表示的核-殼染料的合成)(Synthesis Example 28: Synthesis of core-shell dye represented by Chemical Formula 21)

除了使用中間物D-2替代了中間物D-1以外，根據與合成例27相同的方法合成了由化學式21表示的化合物。 The compound represented by Chemical Formula 21 was synthesized in the same manner as in Synthesis Example 27 except that Intermediate D-2 was used instead of Intermediate D-1.

Maldi-tof MS：1180.48m/z Maldi-tof MS: 1180.48m/z

(合成例29：核-殼染料的合成)(Synthesis Example 29: Synthesis of core-shell dye)

將方酸(398毫克)及2-(3-(二丁基胺基)苯氧基)乙基丙烯酸酯(2.23克)放入了100毫升3頸燒瓶中，向其中添加了正丁醇(40毫升)及甲苯(20毫升)，且在120℃下將所述混合物加熱並回流了5小時。在使用迪安-斯塔克分離器組(Dean-Stark trap set)移除了在反應期間產生的水後，促進了所述反應。當反應完 成之後，對反應物進行了冷卻並接著用氯化甲烷進行了萃取，且藉由管柱層析法進行了純化以獲得由化學式X表示的化合物(60%=產率)。隨後，將0.72克(1毫莫耳)由化學式X表示的化合物及2.02克(1毫莫耳)由化學式Y表示的三乙醯基β-環糊精(銻希愛公司(TCI)，CAS# 23739-88-0)溶解在了50毫升二氯甲烷中，在室溫下將所述溶液攪拌了約12小時，且在減壓下對完全移除溶劑後的殘餘物進行了乾燥以獲得約2.7克固體核-殼染料。核-殼染料具有由化學式Y表示的化合物環繞由化學式X表示的化合物的結構。 Squaric acid (398 mg) and 2-(3-(dibutylamino)phenoxy)ethyl acrylate (2.23 g) were placed in a 100 ml 3-necked flask to which n-butanol was added ( 40 ml) and toluene (20 ml), and the mixture was heated and refluxed at 120 ° C for 5 hours. The reaction was promoted after the water produced during the reaction was removed using the Dean-Stark trap set. When the reaction is over After the completion, the reactant was cooled and then extracted with chloromethane, and purified by column chromatography to obtain a compound represented by the formula X (60% = yield). Subsequently, 0.72 g (1 mmol) of the compound represented by Chemical Formula X and 2.02 g (1 mmol) of triethylsulfonyl β-cyclodextrin represented by Chemical Formula Y (TCI), CAS # 23739-88-0) Dissolved in 50 ml of dichloromethane, the solution was stirred at room temperature for about 12 hours, and the residue after complete removal of the solvent was dried under reduced pressure to obtain About 2.7 grams of solid core-shell dye. The core-shell dye has a structure in which the compound represented by the chemical formula Y surrounds the compound represented by the chemical formula X.

[化學式Y] [Chemical Formula Y]

(合成例30：由Z表示的化合物的合成)(Synthesis Example 30: Synthesis of a compound represented by Z)

將398毫克方酸及2.23克2-(3-(甲基(苯基)胺基)丙基胺基)乙基丙烯酸酯放入了100毫升3頸燒瓶中，向其中添加了正丁醇(40毫升)及甲苯(20毫升)，且在120℃下將所述混合物加熱並回流了5小時。在使用迪安-斯塔克分離器組移除了在反應期間其中所產生的水後，促進了所述反應。當反應完成之後，對反應物進行了冷卻並用氯化甲烷進行了萃取，且藉由管柱層析法對自其獲得的萃取物進行了處理以合成由化學式Z表示的化合物(60%=產率)。 398 mg of squaric acid and 2.23 g of 2-(3-(methyl(phenyl)amino)propylamino)ethyl acrylate were placed in a 100 ml 3-neck flask to which n-butanol was added ( 40 ml) and toluene (20 ml), and the mixture was heated and refluxed at 120 ° C for 5 hours. The reaction was promoted after the water produced during the reaction was removed using the Dean-Stark separator set. After the reaction was completed, the reactant was cooled and extracted with methane chloride, and the extract obtained therefrom was subjected to column chromatography to synthesize the compound represented by the chemical formula Z (60% = production rate).

Maldi-tof MS：514.26m/z Maldi-tof MS: 514.26m/z

(光敏樹脂組成物的製備)(Preparation of photosensitive resin composition)

使用以下組分製備了光敏樹脂組成物。 A photosensitive resin composition was prepared using the following components.

(A)染料 (A) dye

(A-1)在合成例7中製備的核-殼染料(由化學式6表示) (A-1) Core-shell dye prepared in Synthesis Example 7 (represented by Chemical Formula 6)

(A-2)在合成例8中製備的核-殼染料(由化學式7表示) (A-2) Core-shell dye prepared in Synthesis Example 8 (represented by Chemical Formula 7)

(A-3)在合成例9中製備的核-殼染料(由化學式8表示) (A-3) Core-shell dye prepared in Synthesis Example 9 (represented by Chemical Formula 8)

(A-4)在合成例10中製備的核-殼染料(由化學式9表示) (A-4) A core-shell dye prepared in Synthesis Example 10 (indicated by Chemical Formula 9)

(A-5)在合成例11中製備的核-殼染料(由化學式10表示) (A-5) Core-shell dye prepared in Synthesis Example 11 (represented by Chemical Formula 10)

(A-6)在合成例12中製備的核-殼染料(由化學式11表示) (A-6) A core-shell dye prepared in Synthesis Example 12 (represented by Chemical Formula 11)

(A-7)在合成例13中製備的核-殼染料(由化學式12表示) (A-7) A core-shell dye prepared in Synthesis Example 13 (indicated by Chemical Formula 12)

(A-8)在合成例14中製備的核-殼染料(由化學式13表示) (A-8) A core-shell dye prepared in Synthesis Example 14 (represented by Chemical Formula 13)

(A-9)在合成例21中製備的核-殼染料(由化學式14表示) (A-9) A core-shell dye prepared in Synthesis Example 21 (represented by Chemical Formula 14)

(A-10)在合成例22中製備的核-殼染料(由化學式15表示) (A-10) Core-shell dye prepared in Synthesis Example 22 (represented by Chemical Formula 15)

(A-11)在合成例23中製備的核-殼染料(由化學式16表示) (A-11) A core-shell dye prepared in Synthesis Example 23 (represented by Chemical Formula 16)

(A-12)在合成例24中製備的核-殼染料(由化學式17表示) (A-12) A core-shell dye prepared in Synthesis Example 24 (indicated by Chemical Formula 17)

(A-13)在合成例25中製備的核-殼染料(由化學式18表示) (A-13) Core-shell dye prepared in Synthesis Example 25 (represented by Chemical Formula 18)

(A-14)在合成例26中製備的核-殼染料(由化學式19表示) (A-14) A core-shell dye prepared in Synthesis Example 26 (represented by Chemical Formula 19)

(A-15)在合成例27中製備的核-殼染料(由化學式20表示) (A-15) A core-shell dye prepared in Synthesis Example 27 (represented by Chemical Formula 20)

(A-16)在合成例28中製備的核-殼染料(由化學式21表示) (A-16) A core-shell dye prepared in Synthesis Example 28 (represented by Chemical Formula 21)

(A-17)在合成例29中製備的核-殼染料 (A-17) Core-shell dye prepared in Synthesis Example 29

(A-18)在合成例30中製備的核-殼染料(由化學式Z表示) (A-18) Core-shell dye prepared in Synthesis Example 30 (represented by chemical formula Z)

(A')顏料分散液 (A') pigment dispersion

(A'-1)C.I.綠色顏料7 (A'-1) C.I. Green Pigment 7

(A'-2)C.I.綠色顏料36 (A'-2) C.I. Green Pigment 36

(B)黏合劑樹脂 (B) Adhesive resin

重量平均分子量為22,000克/莫耳的甲基丙烯酸/甲基丙烯酸苯甲酯共聚物(混合重量比為15重量%/85重量%) A methacrylic acid/benzyl methacrylate copolymer having a weight average molecular weight of 22,000 g/mol (mixing weight ratio of 15% by weight/85% by weight)

(C)光可聚合單體 (C) Photopolymerizable monomer

二季戊四醇六丙烯酸酯 Dipentaerythritol hexaacrylate

(D)光聚合起始劑 (D) Photopolymerization initiator

(D-1)1,2-辛二酮 (D-1) 1,2-octanedione

(D-2)2-二甲基胺基-2-(4-甲基-苯甲基)-1-(4-嗎啉-4-基-苯基)-丁-1-酮 (D-2) 2-dimethylamino-2-(4-methyl-benzyl)-1-(4-morpholin-4-yl-phenyl)-butan-1-one

(E)溶劑 (E) solvent

(E-1)環己酮 (E-1) cyclohexanone

(E-2)丙二醇甲醚乙酸酯 (E-2) propylene glycol methyl ether acetate

實例1至實例16以及比較例1至比較例4Example 1 to Example 16 and Comparative Example 1 to Comparative Example 4

藉由將表1至表3所示組成中的每一組分進行混合而製備了光敏樹脂組成物。具體而言，將光聚合起始劑溶解在了溶劑中，在室溫下將所述溶液攪拌了2小時，向其中添加了染料(或顏料分散液)，將所述混合物攪拌了30分鐘，向其中添加了黏合劑樹脂及光可聚合單體，且在室溫下將所獲得的混合物攪拌了2小時。將所述溶液過濾了三次以移除雜質並製備光敏樹脂組成物。 A photosensitive resin composition was prepared by mixing each of the components shown in Tables 1 to 3. Specifically, the photopolymerization initiator was dissolved in a solvent, the solution was stirred at room temperature for 2 hours, a dye (or pigment dispersion) was added thereto, and the mixture was stirred for 30 minutes. A binder resin and a photopolymerizable monomer were added thereto, and the obtained mixture was stirred at room temperature for 2 hours. The solution was filtered three times to remove impurities and prepare a photosensitive resin composition.

(評估)(assessment)

評估1：耐久性評估Assessment 1: Durability Assessment

在1毫米厚的脫脂玻璃基板上分別將根據實例1至實例16以及比較例1至比較例4的光敏樹脂組成物塗佈為1微米至3微米厚，並在90℃加熱板上乾燥了2分鐘。用主波長為365奈米的高壓汞燈將所獲得的膜曝光，並在200℃的烘箱中乾燥了20分鐘，且以分光光度計(MCPD3000，大塚電子有限公司(Otsuka Electronics Co.,Ltd.))對色座標變化進行量測並因此來評估耐久性，且結果示於表3中。 The photosensitive resin compositions according to Examples 1 to 16 and Comparative Examples 1 to 4 were coated to a thickness of 1 μm to 3 μm on a 1 mm thick degreased glass substrate, and dried on a hot plate at 90 ° C. 2 minute. The obtained film was exposed with a high-pressure mercury lamp having a dominant wavelength of 365 nm, and dried in an oven at 200 ° C for 20 minutes, and was spectrophotometer (MCPD3000, Otsuka Electronics Co., Ltd.). )) The color coordinate changes were measured and thus the durability was evaluated, and the results are shown in Table 3.

耐久性的評估基準 Durability evaluation benchmark

良好：色座標變化小於或等於0.005 Good: color coordinate change is less than or equal to 0.005

差：色座標變化大於0.005 Poor: color coordinate change is greater than 0.005

參考表4，包含根據一個實施例的核-殼染料的實例1至實例16相較於不包含所述核-殼染料的比較例1至比較例4，顯示出耐久性增加。 Referring to Table 4, Examples 1 to 16 containing a core-shell dye according to one embodiment showed an increase in durability as compared with Comparative Examples 1 to 4 not containing the core-shell dye.

評估2：亮度及對比度的評估Assessment 2: Evaluation of brightness and contrast

在1毫米厚的脫脂玻璃基板上分別將根據實例1至實例16及比較例1至比較例4的光敏樹脂組成物塗佈為1微米至3微米厚並在90℃加熱板上乾燥了2分鐘以形成膜。用主波長為365奈米的高壓汞燈將所述膜曝光，並在200℃強制對流乾燥爐中乾燥了5分鐘。使用分光光度計(MCPD3000，大塚電子有限公司)對畫素層的亮度及對比度進行了量測，且結果示於表5中。 The photosensitive resin compositions according to Examples 1 to 16 and Comparative Examples 1 to 4 were coated to a thickness of 1 μm to 3 μm on a 1 mm thick degreased glass substrate and dried on a hot plate at 90 ° C for 2 minutes. To form a film. The film was exposed with a high pressure mercury lamp having a dominant wavelength of 365 nm and dried in a forced convection oven at 200 ° C for 5 minutes. The luminance and contrast of the pixel layer were measured using a spectrophotometer (MCPD3000, Otsuka Electronics Co., Ltd.), and the results are shown in Table 5.

參考表5，包含根據一個實施例的核-殼染料的實例1至實例16相較於不包含所述核-殼染料的比較例1至比較例4，顯示出了高亮度及高對比度。 Referring to Table 5, Examples 1 to 16 containing a core-shell dye according to one embodiment showed high brightness and high contrast as compared with Comparative Examples 1 to 4 which did not contain the core-shell dye.

儘管本發明已結合目前視為實用的示例性實施例加以闡述，然而應理解本發明不限於所揭露的實施例，而是相反地旨在涵蓋包含在隨附申請專利範圍的精神及範圍內的各種潤飾及等效配置。因此，應理解上述實施例為示範性的，而不以任何方式限制本發明。 Although the present invention has been described in connection with the exemplary embodiments of the present invention, it is understood that the invention is not to be construed as limited Various finishes and equivalent configurations. Therefore, the above embodiments are to be considered as illustrative and not restrictive.

Claims (18)

一種化合物，由化學式1表示： 其中，在化學式1中，L1及L2獨立地為經取代或未經取代的C1至C20伸烷基，R1及R2獨立地為包含經取代或未經取代的丙烯酸酯基的C1至C10烷基、經取代或未經取代的C3至C20環烷基或者經取代或未經取代的C6至C20芳基，且R3及R4獨立地為經取代或未經取代的C1至C20烷基或者經取代或未經取代的C6至C20芳基。 A compound represented by Chemical Formula 1: Wherein, in Chemical Formula 1, L 1 and L 2 are independently a substituted or unsubstituted C1 to C20 alkyl group, and R 1 and R 2 are independently a C1 group containing a substituted or unsubstituted acrylate group. To a C10 alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group or a substituted or unsubstituted C6 to C20 aryl group, and R 3 and R 4 are independently substituted or unsubstituted C1 to C20 alkyl or substituted or unsubstituted C6 to C20 aryl. 如申請專利範圍第1項所述的化合物，其中所述R1及R2獨立地由化學式2或化學式3表示： [化學式3] 其中，在化學式2及化學式3中，A為C3至C20環烷烴環或苯環，L3為經取代或未經取代的C1至C10伸烷基，且R5為氫原子或者經取代或未經取代的C1至C10烷基。 The compound of claim 1 , wherein the R 1 and R 2 are independently represented by Chemical Formula 2 or Chemical Formula 3: [Chemical Formula 3] Wherein, in Chemical Formula 2 and Chemical Formula 3, A is a C3 to C20 cycloalkane ring or a benzene ring, L 3 is a substituted or unsubstituted C1 to C10 alkylene group, and R 5 is a hydrogen atom or substituted or not Substituted C1 to C10 alkyl. 如申請專利範圍第1項所述的化合物，其中所述R3及R4獨立地為經取代或未經取代的C1至C10烷基或者經取代或未經C1至C10烷基取代的C6至C20芳基。 The compound of claim 1, wherein the R 3 and R 4 are independently a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C1 to C10 alkyl C6 to C20 aryl. 如申請專利範圍第1項所述的化合物，其中所述由化學式1表示的化合物選自由化學式1-1至化學式1-8表示的化合物： [化學式1-2] The compound according to claim 1, wherein the compound represented by Chemical Formula 1 is selected from the compounds represented by Chemical Formula 1-1 to Chemical Formula 1-8: [Chemical Formula 1-2] 一種核-殼染料，包括核，包含如申請專利範圍第1項所述的由化學式1表示的化合物，所述核具有1奈米至3奈米的長度；以及 殼，環繞所述核，其中所述殼由化學式4或化學式5表示： 在化學式4及化學式5中，La至Ld獨立地為單鍵或者經取代或未經取代的C1至C10伸烷基。 A core-shell dye, comprising a core, comprising the compound represented by Chemical Formula 1 as described in claim 1, wherein the core has a length of from 1 nm to 3 nm; and a shell surrounding the core, wherein The shell is represented by Chemical Formula 4 or Chemical Formula 5: In Chemical Formula 4 and Chemical Formula 5, L a to L d independently a single bond or a substituted or unsubstituted C1 to C10 alkylene group. 如申請專利範圍第5項所述的核-殼染料，其中所述La至Ld獨立地為經取代或未經取代的C1至C10伸烷基。 The core of the application for item 5 patentable scope - shell dye, wherein the L a to L d independently is a substituted or unsubstituted C1 to C10 alkylene group. 如申請專利範圍第5項所述的核-殼染料，其中所述殼由化學式4-1或化學式5-1表示：[化學式4-1] The core-shell dye according to claim 5, wherein the shell is represented by Chemical Formula 4-1 or Chemical Formula 5-1: [Chemical Formula 4-1] 如申請專利範圍第7項所述的核-殼染料，其中所述殼的籠寬度介於6.5埃至7.5埃的範圍。 The core-shell dye of claim 7, wherein the shell has a cage width ranging from 6.5 angstroms to 7.5 angstroms. 如申請專利範圍第5項所述的核-殼染料，其中所述核在530奈米至680奈米的波長中具有最大吸收峰。 The core-shell dye of claim 5, wherein the core has a maximum absorption peak in a wavelength of from 530 nm to 680 nm. 如申請專利範圍第5項所述的核-殼染料，其中所述核-殼染料選自由化學式6至化學式21表示的化合物： [化學式8] [化學式13] [化學式15] [化學式20] The core-shell dye according to claim 5, wherein the core-shell dye is selected from the compounds represented by Chemical Formula 6 to Chemical Formula 21: [Chemical Formula 8] [Chemical Formula 13] [Chemical Formula 15] [Chemical Formula 20] 如申請專利範圍第5項所述的核-殼染料，其中所述核-殼染料以1：1的莫耳比包括所述核及所述殼。 The core-shell dye of claim 5, wherein the core-shell dye comprises the core and the shell at a molar ratio of 1:1. 如申請專利範圍第5項所述的核-殼染料，其中所述核-殼染料為綠色染料。 The core-shell dye of claim 5, wherein the core-shell dye is a green dye. 一種光敏樹脂組成物，包含如申請專利範圍第1項至第4項中任一項所述的化合物或如申請專利範圍第5項至第12項 中任一項所述的核-殼染料。 A photosensitive resin composition comprising the compound according to any one of claims 1 to 4 or the fifth to twelfth items of the patent application scope The core-shell dye of any of the above. 如申請專利範圍第13項所述的光敏樹脂組成物，其中所述光敏樹脂組成物更包含黏合劑樹脂、光可聚合單體、光聚合起始劑以及溶劑。 The photosensitive resin composition according to claim 13, wherein the photosensitive resin composition further comprises a binder resin, a photopolymerizable monomer, a photopolymerization initiator, and a solvent. 如申請專利範圍第14項所述的光敏樹脂組成物，其中所述光敏樹脂組成物更包含顏料。 The photosensitive resin composition according to claim 14, wherein the photosensitive resin composition further contains a pigment. 如申請專利範圍第14項所述的光敏樹脂組成物，其中以所述光敏樹脂組成物的總量計，所述光敏樹脂組成物包含0.5重量%至10重量%的所述化合物或所述核-殼染料；0.1重量%至30重量%的所述黏合劑樹脂；0.1重量%至30重量%的所述光可聚合單體；0.1重量%至5重量%的所述光聚合起始劑；以及餘量的所述溶劑。 The photosensitive resin composition according to claim 14, wherein the photosensitive resin composition contains 0.5% by weight to 10% by weight of the compound or the core, based on the total amount of the photosensitive resin composition. a shell dye; 0.1% by weight to 30% by weight of the binder resin; 0.1% by weight to 30% by weight of the photopolymerizable monomer; 0.1% by weight to 5% by weight of the photopolymerization initiator; And the balance of the solvent. 如申請專利範圍第14項所述的光敏樹脂組成物，其中所述光敏樹脂組成物更包含丙二酸、3-胺基-1,2-丙二醇、包含乙烯基或(甲基)丙烯醯氧基的矽烷系偶合劑、調平劑、界面活性劑、自由基聚合起始劑或其組合。 The photosensitive resin composition according to claim 14, wherein the photosensitive resin composition further comprises malonic acid, 3-amino-1,2-propanediol, and contains vinyl or (meth) propylene oxide. A decane coupling agent, a leveling agent, a surfactant, a radical polymerization initiator, or a combination thereof. 一種彩色濾光片，使用如申請專利範圍第13項所述的光敏樹脂組成物來製造。 A color filter manufactured by using the photosensitive resin composition as described in claim 13 of the patent application.
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