TWI812299B - Compound and composition, antireflection film, and display device comprising the same - Google Patents

Compound and composition, antireflection film, and display device comprising the same Download PDF

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TWI812299B
TWI812299B TW111123235A TW111123235A TWI812299B TW I812299 B TWI812299 B TW I812299B TW 111123235 A TW111123235 A TW 111123235A TW 111123235 A TW111123235 A TW 111123235A TW I812299 B TWI812299 B TW I812299B
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TW202300481A (en
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崔圭汎
金圭泳
申因燮
柳銀善
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南韓商三星Sdi股份有限公司
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Abstract

Provided are a compound represented by Chemical Formula 1, a composition including the same, an antireflection film including the same, and a display device including the antireflection film. In Chemical Formula 1, each substituent is as defined in the specification.

Description

化合物及包括其的組成物、抗反射膜及顯示裝置Compounds and compositions thereof, anti-reflective films and display devices

本公開涉及一種化合物、包括其的組成物、包含其的抗反射膜、以及包括所述抗反射膜的顯示裝置。 相關申請的交叉參考 The present disclosure relates to a compound, a composition including the same, an anti-reflective film including the same, and a display device including the anti-reflective film. Cross-references to related applications

本申請主張在2021年6月22日在韓國知識產權局提出申請的韓國專利申請第10-2021-0081130號的優先權及權益,所述韓國專利申請的全部內容併入本申請供參考。This application claims priority and rights to Korean Patent Application No. 10-2021-0081130 filed with the Korean Intellectual Property Office on June 22, 2021. The entire content of the Korean patent application is incorporated into this application for reference.

在典型的液晶顯示器(liquid crystal display,LCD)中,從白色光源發射的光穿過每個畫素的RGB濾色器以形成每種顏色的子畫素,並且可通過對這些子畫素進行組合來產生RGB範圍內的顏色。In a typical liquid crystal display (LCD), light emitted from a white light source passes through the RGB color filter of each pixel to form sub-pixels of each color, and these sub-pixels can be processed by Combined to produce colors in the RGB range.

近年來,正在開發使用例如量子點及發射每個子畫素的顏色的有機-無機磷光體等發光體的新型顯示器。已經提出了使用紫外線(ultraviolet,UV)光源的方法及使用藍色光源的方法作為激發這些藍色光源、綠色光源及紅色光源的方法。In recent years, new displays using light emitters such as quantum dots and organic-inorganic phosphors that emit a color for each sub-pixel are being developed. A method of using an ultraviolet (UV) light source and a method of using a blue light source have been proposed as methods of exciting these blue light sources, green light sources, and red light sources.

當使用UV光源時,由藍色發光體、綠色發光體及紅色發光體產生及實施每種顏色,但當使用藍色光源時,綠色及紅色是各自由發光體產生的顏色,而藍色畫素則原樣地透射光源。When using a UV light source, each color is produced and implemented by a blue emitter, a green emitter, and a red emitter, but when a blue light source is used, green and red are colors produced by the emitters respectively, while blue paints The element transmits the light source unchanged.

在最近商業化或正在開發的包括量子點的顯示材料的情形中,使用通過藍色光源或白色光源的綠色量子點及紅色量子點的光發射。含量子點的顯示裝置旨在通過使用量子點材料來改善顏色再現性及亮度,並且已持續開發使用各種類型的光源的使用量子點發光的面板。另外,可根據面板配置中量子點材料的位置來改善視角。為提高量子點的發光效率,正在增加光源的強度方面或者在開發具有擴展的藍色區的光源方面開發下一代量子點顯示裝置。In the case of display materials including quantum dots that have recently been commercialized or are under development, light emission of green quantum dots and red quantum dots through a blue light source or a white light source is used. Display devices containing quantum dots aim to improve color reproducibility and brightness by using quantum dot materials, and panels using quantum dots to emit light using various types of light sources have been continuously developed. Additionally, viewing angles can be improved depending on the position of the quantum dot material in the panel configuration. In order to improve the luminous efficiency of quantum dots, next-generation quantum dot display devices are being developed in terms of increasing the intensity of the light source or in terms of developing a light source with an extended blue region.

在量子點顯示裝置中,到達量子點材料的光源的光譜對量子點的效率有極為密切的影響。由於每個光源的特性依據光源的類型而不同,因此在各種領域中都在繼續努力引入新的方式來提高每種光源的效率。In quantum dot display devices, the spectrum of the light source reaching the quantum dot material has a very close impact on the efficiency of the quantum dots. Since the characteristics of each light source vary depending on the type of light source, efforts continue in various fields to introduce new ways to improve the efficiency of each light source.

另一方面,在使用發光體的新型顯示器的情形中,必需降低外部光的反射率或調整由散射反射引起的面板顏色。為解決這個問題,已經嘗試在構成面板的光學構件中使用染料。在將量子點用作發光體時,難以降低外部光的反射率或調整面板顏色。On the other hand, in the case of new displays using light emitters, it is necessary to reduce the reflectivity of external light or adjust the panel color caused by scattered reflection. To solve this problem, attempts have been made to use dyes in the optical components that make up the panels. When quantum dots are used as light emitters, it is difficult to reduce the reflectivity of external light or adjust the panel color.

因此,在新型顯示器的情形中,正引入改善亮度損失或顏色校正的抗反射膜,並且最近,嘗試另外應用花青系染料或偶氮系染料作為能夠吸收特定波長的光的染料,以最大化抗反射膜的低反射特性。Therefore, in the case of new displays, antireflection films that improve brightness loss or color correction are being introduced, and recently, attempts have been made to additionally apply cyanine-based dyes or azo-based dyes as dyes capable of absorbing light of specific wavelengths to maximize Low reflective properties of anti-reflective coating.

然而,花青系染料或偶氮系染料能夠吸收短波長區域中的光,但具有降低耐光性可靠性的問題,且因此難以將其應用於抗反射膜。However, cyanine-based dyes or azo-based dyes can absorb light in a short wavelength region, but have a problem of reducing light resistance reliability, and it is therefore difficult to apply them to antireflection films.

實施例提供一種能夠吸收光源的藍色長波長區域及綠色短波長區域中的光的化合物。The embodiment provides a compound capable of absorbing light in the long blue wavelength region and the short green wavelength region of a light source.

另一實施例提供一種包括所述化合物的組成物。Another embodiment provides a composition including the compound.

另一實施例提供一種包含所述化合物的抗反射膜。Another embodiment provides an antireflective film including the compound.

另一實施例提供一種包括所述抗反射膜的顯示裝置。Another embodiment provides a display device including the anti-reflection film.

實施例提供由化學式1表示的化合物。 [化學式1] Examples provide compounds represented by Chemical Formula 1. [Chemical formula 1]

在化學式1中, R 1及R 2各自獨立地為經取代或未經取代的C1至C20烷基, R 3至R 6各自獨立地為氫原子、鹵素、氰基、酯基(*-C(=O)OR',其中R'為經取代或未經取代的C1至C15烷基)或醯胺基(*-C(=O)NR''R''',其中R''及R'''各自獨立地為氫原子或者經取代或未經取代的C1至C15烷基), R 7至R 14各自獨立的為羥基、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、經取代或未經取代的C1至C20烷氧基、經取代或未經取代的C6至C20芳基或者經取代或未經取代的C2至C20雜環烷基, M為Zn、Ag、Ti、Pt、Co、Fe、Ni或Pd,且 n1及n2各自獨立地為1至5的整數。 In Chemical Formula 1, R 1 and R 2 are each independently a substituted or unsubstituted C1 to C20 alkyl group, and R 3 to R 6 are each independently a hydrogen atom, halogen, cyano group, ester group (*-C (=O)OR', where R' is substituted or unsubstituted C1 to C15 alkyl) or amide group (*-C(=O)NR''R''', where R'' and R ''' is each independently a hydrogen atom or a substituted or unsubstituted C1 to C15 alkyl group), R 7 to R 14 are each independently a hydroxyl group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted Or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C1 to C20 alkoxy, substituted or unsubstituted C6 to C20 aryl, or substituted or unsubstituted C2 to C20 hetero Cycloalkyl, M is Zn, Ag, Ti, Pt, Co, Fe, Ni or Pd, and n1 and n2 are each independently an integer from 1 to 5.

在化學式1中,R 1及R 2可各自獨立地為經鹵素取代的C1至C20烷基。 In Chemical Formula 1, R 1 and R 2 may each independently be a halogen-substituted C1 to C20 alkyl group.

化學式1可由化學式1-1表示。 [化學式1-1] Chemical Formula 1 can be represented by Chemical Formula 1-1. [Chemical formula 1-1]

在化學式1-1中, R 1及R 2各自獨立地為經取代或未經取代的C1至C20烷基, R 3至R 6各自獨立地為氫原子、鹵素、氰基、酯基(*-C(=O)OR',其中R'是經取代或未經取代的C1至C15烷基)或醯胺基(*-C(=O)NR''R''',其中R''及R'''各自獨立地為氫原子或經取代或未經取代的C1至C15烷基), R 7至R 14各自獨立地為羥基、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、經取代或未經取代的C1至C20烷氧基、經取代或未經取代的C6至C20芳基或者經取代或未經取代的C2至C20雜環烷基,且 M為Zn、Ag、Ti、Pt、Co、Fe、Ni或Pd。 In Chemical Formula 1-1, R 1 and R 2 are each independently a substituted or unsubstituted C1 to C20 alkyl group, and R 3 to R 6 are each independently a hydrogen atom, halogen, cyano group, ester group (* -C(=O)OR', where R' is substituted or unsubstituted C1 to C15 alkyl) or amide group (*-C(=O)NR''R''', where R'' and R'''' are each independently a hydrogen atom or a substituted or unsubstituted C1 to C15 alkyl group), R 7 to R 14 are each independently a hydroxyl group, a substituted or unsubstituted C1 to C20 alkyl group, Substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C1 to C20 alkoxy, substituted or unsubstituted C6 to C20 aryl, or substituted or unsubstituted C2 to C20 heterocycloalkyl, and M is Zn, Ag, Ti, Pt, Co, Fe, Ni or Pd.

在化學式1中,R 3至R 6可各自獨立地為鹵素、氰基、酯基(*-C(=O)OR',其中R'是經取代或未經取代的C1至C15烷基)或醯胺基(*-C(=O)NR''R''',其中R''及R'''各自獨立地為氫原子或者經取代或未經取代的C1至C15烷基)。 In Chemical Formula 1, R 3 to R 6 can each independently be halogen, cyano group, ester group (*-C(=O)OR', where R' is a substituted or unsubstituted C1 to C15 alkyl group) Or amide group (*-C(=O)NR''R''', where R'' and R''' are each independently a hydrogen atom or a substituted or unsubstituted C1 to C15 alkyl group).

在化學式1中,R 3至R 6可各自獨立地為鹵素。 In Chemical Formula 1, R 3 to R 6 may each independently be halogen.

在化學式1中,R 7至R 14可各自獨立地為經取代或未經取代的C1至C20烷基。 In Chemical Formula 1, R 7 to R 14 may each independently be a substituted or unsubstituted C1 to C20 alkyl group.

所述化合物可由選自化學式1-1-1至化學式1-1-3中的任一者表示。 [化學式1-1-1] [化學式1-1-2] [化學式1-1-3] The compound may be represented by any one selected from Chemical Formula 1-1-1 to Chemical Formula 1-1-3. [Chemical formula 1-1-1] [Chemical formula 1-1-2] [Chemical formula 1-1-3]

由化學式1表示的化合物可在400 nm至520 nm處表現出吸收波長,且可在吸收波長的480 nm至520 nm處具有最大吸收波長。The compound represented by Chemical Formula 1 may exhibit an absorption wavelength at 400 nm to 520 nm, and may have a maximum absorption wavelength at an absorption wavelength of 480 nm to 520 nm.

所述化合物可為染料。The compound may be a dye.

另一實施例提供一種組成物,所述組成物包括由化學式1表示的化合物。Another embodiment provides a composition including the compound represented by Chemical Formula 1.

另一實施例提供一種抗反射膜,所述抗反射膜包含由化學式1表示的化合物。Another embodiment provides an anti-reflective film including the compound represented by Chemical Formula 1.

所述抗反射膜包括黏著層及位於黏著層上的抗反射層,且由化學式1表示的化合物可包含在黏著層中。The anti-reflective film includes an adhesive layer and an anti-reflective layer located on the adhesive layer, and the compound represented by Chemical Formula 1 may be included in the adhesive layer.

所述抗反射膜包括黏著層、含染料層及位於含染料層上的抗反射層,且由化學式1表示的化合物可包含在含染料層中。The anti-reflective film includes an adhesive layer, a dye-containing layer and an anti-reflective layer located on the dye-containing layer, and the compound represented by Chemical Formula 1 may be included in the dye-containing layer.

另一實施例提供一種顯示裝置,所述顯示裝置包括所述抗反射膜。Another embodiment provides a display device including the anti-reflective film.

所述顯示裝置可更包括含量子點層。The display device may further include a quantum dot-containing layer.

所述顯示裝置可更包括光源、濾色器及基底。The display device may further include a light source, a color filter and a substrate.

在顯示裝置中,含量子點層可設置在光源上,濾色器可設置在含量子點層上,基底可設置在濾色器上,且抗反射膜可設置在基底上。In the display device, the quantum dot-containing layer may be provided on the light source, the color filter may be provided on the quantum dot-containing layer, the substrate may be provided on the color filter, and the anti-reflection film may be provided on the substrate.

所述光源可為白色光源或藍色光源。The light source may be a white light source or a blue light source.

所述基底可包括玻璃基底。The substrate may include a glass substrate.

在以下詳細描述中包括本發明的其他實施例。Other embodiments of the invention are included in the following detailed description.

通過使用在藍色長波長區域及綠色短波長區域(400 nm至520 nm)中具有吸收並且最大吸收波長為480 nm至520 nm、且更具體來說為490 nm至510 nm的化合物,溶解性可得到改善,不存在螢光,並且可通過降低顯示裝置對外部光的反射率而改善耐光性可靠性,並且還可改善亮度損失及顏色再現性。By using a compound that has absorption in the blue long wavelength region and the green short wavelength region (400 nm to 520 nm) and has a maximum absorption wavelength of 480 nm to 520 nm, and more specifically 490 nm to 510 nm, the solubility It can be improved, there is no fluorescence, and the light resistance reliability can be improved by reducing the reflectivity of the display device to external light, and the brightness loss and color reproducibility can also be improved.

在下文中詳細闡述本發明的實施例。然而,這些實施例為示例性的,本發明不限於此,且本發明由申請專利範圍的範圍界定。Embodiments of the invention are explained in detail below. However, these embodiments are illustrative and the present invention is not limited thereto, and the present invention is defined by the scope of the patent application.

如本文所使用,當不另外提供具體定義時,「烷基」是指C1至C20烷基,「烯基」是指C2至C20烯基,「環烯基」是指C3至C20環烯基,「雜環烯基」是指C3至C20雜環烯基,「芳基」是指C6至C20芳基,「芳基烷基」是指C6至C20芳基烷基,「伸烷基」是指C1至C20伸烷基,「伸芳基」是指C6至C20伸芳基,「烷基伸芳基」是指C6至C20烷基伸芳基,「伸雜芳基」是指C3至C20伸雜芳基,且「烷氧基」是指C1至C20烷氧基。As used herein, when no specific definition is otherwise provided, "alkyl" refers to C1 to C20 alkyl, "alkenyl" refers to C2 to C20 alkenyl, and "cycloalkenyl" refers to C3 to C20 cycloalkenyl. , "Heterocycloalkenyl" refers to C3 to C20 heterocyclic alkenyl, "aryl" refers to C6 to C20 aryl, "arylalkyl" refers to C6 to C20 arylalkyl, "alkylene" refers to C1 to C20 alkylene group, "arylene group" refers to C6 to C20 aryl group, "alkyl aryl group" refers to C6 to C20 alkyl aryl group, and "heteroaryl group" refers to C3 to C20 heteroaryl, and "alkoxy" refers to C1 to C20 alkoxy.

如本文所使用,當不另外提供具體定義時,「經取代」是指至少一個氫經以下取代基代替:鹵素原子(F、Cl、Br、I)、羥基、C1至C20烷氧基、硝基、氰基、氨基、亞氨基、疊氮基、脒基、肼基、腙基、羰基、氨甲醯基、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C20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、C3至C20雜芳基或其組合。As used herein, when no specific definition is otherwise provided, "substituted" means that at least one hydrogen is replaced by the following substituents: halogen atom (F, Cl, Br, I), hydroxyl, C1 to C20 alkoxy, nitro group, cyano group, amino group, imino group, azido group, amidino group, hydrazine group, hydrazone group, carbonyl group, carbamate group, thiol group, ester group, ether group, carboxyl group or its salt, sulfonic acid group or its salt Salt, phosphoric acid or its salt, C1 to C20 alkyl, C2 to C20 alkenyl, C2 to C20 alkynyl, C6 to C20 aryl, C3 to C20 cycloalkyl, C3 to C20 cycloalkenyl, C3 to C20 cycloalkyne base, C2 to C20 heterocycloalkyl, C2 to C20 heterocycloalkenyl, C2 to C20 heterocycloalkynyl, C3 to C20 heteroaryl or combinations thereof.

如本文所使用,當不另外提供具體定義時,「雜」是指在化學式中包括N、O、S或P中的至少一個雜原子。As used herein, when no specific definition is otherwise provided, "hetero" means including at least one heteroatom of N, O, S, or P in the chemical formula.

如本文所使用,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」兩者,且「(甲基)丙烯酸」是指「丙烯酸」及「甲基丙烯酸」。As used herein, when no specific definition is otherwise provided, "(meth)acrylate" refers to both "acrylate" and "methacrylate" and "(meth)acrylic" refers to "acrylic" and "methacrylic acid".

如本文所使用,當不另外提供具體定義時,用語「組合」是指混合或共聚合。As used herein, when no specific definition is otherwise provided, the term "combination" refers to mixing or copolymerization.

如本文所使用,除非另外提供具體定義,否則當化學鍵未繪製在應給出處時,氫原子鍵結在所述位置。As used herein, unless a specific definition is provided otherwise, when a chemical bond is not drawn where it should be given, a hydrogen atom is bonded at the stated position.

在本說明書中描述數值範圍時,「X至Y」意指「大於或等於X且小於或等於Y」(X ≤且≤ Y)。When describing a numerical range in this specification, "X to Y" means "greater than or equal to X and less than or equal to Y" (X ≤ and ≤ Y).

在本說明書中不是數字範圍的描述中,「X至Y」意指「從X至Y」。In descriptions in this specification that are not numerical ranges, "X to Y" means "from X to Y."

在本說明書中,化合物(染料)的「最大吸收波長(λ max)」是指當對濃度為百萬分之十(10 ppm)的化合物(染料)在環己酮中的溶液的吸光度進行測定時出現最大吸光度的波長。最大吸光度可根據所屬領域中的技術人員已知的方法來測定。 In this specification, the "maximum absorption wavelength (λ max )" of a compound (dye) refers to the absorbance of a solution of a compound (dye) in cyclohexanone with a concentration of 10 parts per million (10 ppm) measured The wavelength at which maximum absorbance occurs. Maximum absorbance can be determined according to methods known to those skilled in the art.

本文中所使用的「耐光性可靠性」通過透光率的變化來評估。顯示裝置的透光率是在氙試驗箱(Q-SUN)中[光源燈:氙燈,照射強度:0.35瓦/平方公分(W/cm 2),照射溫度:63℃,照射時間:500小時,以及照射方向:從抗反射膜側照射]的條件下在照射前後在染料的最大吸收波長下測定的。 "Lightfastness reliability" as used in this article is evaluated by changes in light transmittance. The light transmittance of the display device is measured in a xenon test chamber (Q-SUN) [light source lamp: xenon lamp, irradiation intensity: 0.35 watts/square centimeter (W/cm 2 ), irradiation temperature: 63°C, irradiation time: 500 hours, and irradiation direction: irradiation from the anti-reflection film side] measured at the maximum absorption wavelength of the dye before and after irradiation.

另外,如本文所使用,除非另外提供具體定義,否則「*」意指與相同或不同原子或化學式連接的部分。Additionally, as used herein, "*" means a moiety attached to the same or different atoms or chemical formulas, unless specific definition is provided otherwise.

根據實施例,提供由化學式1表示的化合物。 [化學式1] According to the embodiment, a compound represented by Chemical Formula 1 is provided. [Chemical formula 1]

在化學式1中, R 1及R 2各自獨立地為經取代或未經取代的C1至C20烷基, In Chemical Formula 1, R 1 and R 2 are each independently a substituted or unsubstituted C1 to C20 alkyl group,

R 3至R 6各自獨立地為氫原子、鹵素、氰基、酯基(*-C(=O)OR',其中R'為經取代或未經取代的C1至C15烷基)或醯胺基(*-C(=O)NR''R''',其中R''及R'''各自獨立地為氫原子或者經取代或未經取代的C1至C15烷基), R 7至R 14各自獨立的為羥基、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、經取代或未經取代的C1至C20烷氧基、經取代或未經取代的C6至C20芳基或者經取代或未經取代的C2至C20雜環烷基, M為Zn、Ag、Ti、Pt、Co、Fe、Ni或Pd,且 n1及n2各自獨立地為1至5的整數。 R 3 to R 6 are each independently a hydrogen atom, halogen, cyano group, ester group (*-C(=O)OR', where R' is a substituted or unsubstituted C1 to C15 alkyl group) or amide group (*-C(=O)NR''R''', where R'' and R''' are each independently a hydrogen atom or a substituted or unsubstituted C1 to C15 alkyl group), R 7 to R 14 is each independently hydroxyl, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C1 to C20 alkoxy, Substituted or unsubstituted C6 to C20 aryl or substituted or unsubstituted C2 to C20 heterocycloalkyl, M is Zn, Ag, Ti, Pt, Co, Fe, Ni or Pd, and n1 and n2 are each Independently an integer from 1 to 5.

傳統上,儘管已經嘗試通過使用特定化合物來吸收螢光色以阻擋光源的特定波長區域來提高顯示裝置的顏色純度,但包括量子點的顯示裝置由於散射體的使用而具有不同的目的。含量子點的顯示裝置可降低反射率,以改善由散射體引起的外部光的反射,這有助於改善裝置的黑色可見度。為降低反射率並使面板的RGB顏色純度的降低最小化,使用能夠吸收混合顏色(紫色/青色/螢光色/近紅外色(infrared ray,IR))的染料的抗反射膜是有效的。具體來說,對吸收波長範圍為480 nm至520 nm的青色及吸收波長範圍為530 nm至670 nm的螢光色的外部光進行吸收在降低反射率方面是有效的。然而,在僅使用僅吸收青色及螢光色的染料的情形中,難以在顯示裝置中實施中性黑色。因此,使用吸收波長範圍為350 nm至450 nm的紫色及吸收波長範圍為605 nm至790 nm的近紅外(紅)色。通過使用吸收染料的混合物,有可能實現抗反射膜及顯示裝置的顏色校正。通過使用能夠吸收混合顏色(紫色/青色/螢光色/近紅外色)的染料,可降低反射率,可改善黑色可見度,並且可增大顏色再現性。另外,由化學式1表示的化合物可提高耐光性可靠性,這是吸收特定波長範圍的傳統化合物(染料)的缺點之一。即,當根據實施例的由化學式1表示的化合物應用於抗反射膜時,可確保膜的耐光性可靠性。具體來說,在使用量子點發射器的顯示裝置中,通過使用特定化合物吸收混合顏色來改善顏色再現性的嘗試直到現在還不為人所知。舉例來說,在青色的情形中,吸收波長範圍為480 nm至520 nm,在螢光色的情形中,吸收波長範圍為530 nm至670 nm,且在近紅外色的情形中,吸收波長範圍為605 nm至790 nm。然而,由於根據實施例的由化學式1表示的化合物表現出在400 nm至520 nm處的吸收波長,並且可在所述吸收波長的480 nm至520 nm、具體來說490 nm至520 nm、且更具體來說490 nm至515 nm、且再具體來說500 nm至510 nm處具有最大吸收波長,因此在包含由化學式1表示的化合物作為染料的抗反射膜及顯示裝置的情形中,可容易地確保耐光性可靠性,同時最小化藍色亮度的劣化。Traditionally, although attempts have been made to improve the color purity of display devices by using specific compounds to absorb fluorescent colors to block specific wavelength regions of the light source, display devices including quantum dots have a different purpose due to the use of scatterers. Display devices containing quantum dots can reduce reflectivity to improve reflection of external light caused by scatterers, which helps improve black visibility of the device. To reduce reflectivity and minimize the decrease in RGB color purity of the panel, it is effective to use an anti-reflective film that absorbs dyes that can absorb mixed colors (violet/cyan/fluorescent/near-infrared ray (IR)). Specifically, absorbing external light of cyan color with an absorption wavelength range of 480 nm to 520 nm and fluorescent color with an absorption wavelength range of 530 nm to 670 nm is effective in reducing reflectivity. However, in the case of using only dyes that absorb only cyan and fluorescent colors, it is difficult to implement neutral black in a display device. Therefore, violet, which has an absorption wavelength range of 350 nm to 450 nm, and near-infrared (red) color, which has an absorption wavelength range of 605 nm to 790 nm, are used. By using mixtures of absorbing dyes, it is possible to achieve color correction of antireflective films and display devices. By using dyes that absorb mixed colors (violet/cyan/fluorescent/near-infrared), reflectivity can be reduced, black visibility can be improved, and color reproducibility can be increased. In addition, the compound represented by Chemical Formula 1 can improve light resistance reliability, which is one of the shortcomings of conventional compounds (dyes) that absorb a specific wavelength range. That is, when the compound represented by Chemical Formula 1 according to the embodiment is applied to an antireflection film, the reliability of the light resistance of the film can be ensured. Specifically, in display devices using quantum dot emitters, attempts to improve color reproducibility by using specific compounds to absorb mixed colors have not been known until now. For example, in the case of cyan color, the absorption wavelength range is 480 nm to 520 nm, in the case of fluorescent color, the absorption wavelength range is 530 nm to 670 nm, and in the case of near-infrared color, the absorption wavelength range is 605 nm to 790 nm. However, since the compound represented by Chemical Formula 1 according to the embodiment exhibits an absorption wavelength at 400 nm to 520 nm, and can be detected at 480 nm to 520 nm of the absorption wavelength, specifically 490 nm to 520 nm, and More specifically, there is a maximum absorption wavelength at 490 nm to 515 nm, and further specifically 500 nm to 510 nm, so in the case of an antireflection film and a display device including the compound represented by Chemical Formula 1 as a dye, it can be easily to ensure lightfastness reliability while minimizing deterioration in blue brightness.

如稍後將描述,當考量應用於顯示裝置的光源的光譜時,必需有效地吸收光源的藍色長波長區域及綠色短波長區域(480 nm至520 nm),使得可有效地改善面板的顏色再現性。舉例來說,當施加至抗反射膜的化合物的最大吸收波長短於500 nm或長於520 nm並且同時半高寬(full width at half maximum,FWHM)為寬於100 nm、且具體來說寬於50 nm時,藍色長波長區域及綠色短波長區域不能被有效吸收,因此難以實現改善面板的顏色再現性的效果。因此,當施加至抗反射膜的化合物的最大吸收波長出現在480 nm與520 nm之間、具體來說在490 nm與520 nm之間時,藍色長波長區域及綠色短波長區域可被有效地吸收。根據實施例的由化學式1表示的化合物由於其結構特異性而在480 nm至520 nm、並且更具體來說在490 nm至510 nm處具有最大吸收波長,且因此可有效地吸收藍色長波長區域及綠色短波長區域,並且可確保耐光性可靠性,並且可有效地改善面板的顏色再現性。As will be described later, when considering the spectrum of a light source applied to a display device, it is necessary to effectively absorb the blue long-wavelength region and the green short-wavelength region (480 nm to 520 nm) of the light source so that the color of the panel can be effectively improved. Reproducibility. For example, when the maximum absorption wavelength of the compound applied to the antireflective film is shorter than 500 nm or longer than 520 nm and at the same time the full width at half maximum (FWHM) is wider than 100 nm, and specifically wider than At 50 nm, the blue long-wavelength region and the green short-wavelength region cannot be effectively absorbed, so it is difficult to achieve the effect of improving the color reproducibility of the panel. Therefore, when the maximum absorption wavelength of the compound applied to the antireflection film occurs between 480 nm and 520 nm, specifically between 490 nm and 520 nm, the blue long wavelength region and the green short wavelength region can be effectively ground absorption. The compound represented by Chemical Formula 1 according to the embodiment has a maximum absorption wavelength at 480 nm to 520 nm, and more specifically at 490 nm to 510 nm due to its structural specificity, and therefore can effectively absorb blue long wavelengths area and green short-wavelength area, and can ensure the reliability of light resistance and effectively improve the color reproducibility of the panel.

在化學式1中,M為Zn、Ag、Ti、Pt、Co、Fe、Ni或Pd,且舉例來說,M不包括例如Cu等金屬。在化學式1中,當M為Cu時,由於半高寬為寬且難以控制光譜一致性,因此不優選。In Chemical Formula 1, M is Zn, Ag, Ti, Pt, Co, Fe, Ni, or Pd, and M does not include metals such as Cu, for example. In Chemical Formula 1, when M is Cu, it is not preferable since the half-maximum width is wide and it is difficult to control the spectral consistency.

在化學式1中,R 1及R 2可各自獨立地為經鹵素(氟基、氯基、溴基或碘基)取代的C1至C20烷基。舉例來說,R 1及R 2可各自獨立地為經氟基(例如,三氟基)取代的C1至C20烷基。在化學式1中,當R 1及R 2是經吸電子基團(electron withdrawing group,EWG)(例如,氟基)取代的烷基時,容易對光譜一致性進行控制。 In Chemical Formula 1, R 1 and R 2 may each independently be a C1 to C20 alkyl group substituted by halogen (fluoro group, chlorine group, bromo group or iodide group). For example, R 1 and R 2 may each independently be a C1 to C20 alkyl group substituted with a fluoro group (eg, trifluoro group). In Chemical Formula 1, when R 1 and R 2 are alkyl groups substituted by electron withdrawing groups (EWG) (for example, fluorine groups), the spectral consistency can be easily controlled.

舉例來說,化學式1可由化學式1-1表示,但未必僅限於此。 [化學式1-1] For example, Chemical Formula 1 can be represented by Chemical Formula 1-1, but is not necessarily limited to this. [Chemical formula 1-1]

在化學式1-1中,In chemical formula 1-1,

R 1及R 2各自獨立地為經取代或未經取代的C1至C20烷基, R 1 and R 2 are each independently substituted or unsubstituted C1 to C20 alkyl,

R 3至R 6各自獨立地為氫原子、鹵素、氰基、酯基(*-C(=O)OR',其中R'是經取代或未經取代的C1至C15烷基)或醯胺基(*-C(=O)NR''R''',其中R''及R'''各自獨立地為氫原子或經取代或未經取代的C1至C15烷基), R 3 to R 6 are each independently a hydrogen atom, halogen, cyano group, ester group (*-C(=O)OR', where R' is a substituted or unsubstituted C1 to C15 alkyl group) or amide group (*-C(=O)NR''R''', where R'' and R''' are each independently a hydrogen atom or a substituted or unsubstituted C1 to C15 alkyl group),

R 7至R 14各自獨立地為羥基、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、經取代或未經取代的C1至C20烷氧基、經取代或未經取代的C6至C20芳基或者經取代或未經取代的C2至C20雜環烷基,且 R 7 to R 14 are each independently hydroxyl, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocycloalkyl group, and

M為Zn、Ag、Ti、Pt、Co、Fe、Ni或Pd。M is Zn, Ag, Ti, Pt, Co, Fe, Ni or Pd.

另一方面,通過對R 1及R 2的類型進行限制,可容易地對化合物的光譜一致性進行控制,且最終,可對顯示器產品的光透射進行控制以提高顏色純度。 On the other hand, by limiting the types of R 1 and R 2 , the spectral consistency of the compound can be easily controlled, and ultimately, the light transmission of the display product can be controlled to improve color purity.

舉例來說,在化學式1中,R 3至R 6可各自獨立地為鹵素、氰基、酯基(*-C(=O)OR',其中R'是經取代或未經取代的C1至C15烷基)或醯胺基(*-C(=O)NR''R''',其中R''及R'''各自獨立地為氫原子或經取代或未經取代的C1至C15烷基)。 For example, in Chemical Formula 1, R 3 to R 6 can each independently be halogen, cyano group, ester group (*-C(=O)OR', wherein R' is substituted or unsubstituted C1 to C15 alkyl) or amide group (*-C(=O)NR''R''', where R'' and R''' are each independently a hydrogen atom or substituted or unsubstituted C1 to C15 alkyl).

在化學式1中,當R 3至R 6未必為上述取代基時,難以確保優異的溶解性及耐光性可靠性。具體來說,在含量子點的顯示器的情形中,僅當應用包含由化學式1表示的化合物的抗反射膜時,才可確保優異的溶解性及耐光性可靠性。即使其為用於在傳統LCD中示出優異耐光性的抗反射膜的化合物,當其被原樣地應用於含量子點的顯示器時,耐光性也可能會劣化。 In Chemical Formula 1, when R 3 to R 6 are not necessarily the above substituents, it is difficult to ensure excellent solubility and light resistance reliability. Specifically, in the case of a display containing quantum dots, excellent solubility and light resistance reliability can be ensured only when an antireflection film containing the compound represented by Chemical Formula 1 is applied. Even if it is a compound used for an antireflection film showing excellent light resistance in conventional LCDs, when it is applied as it is to a display containing quantum dots, the light resistance may be deteriorated.

舉例來說,在化學式1中,R 3至R 6可各自獨立地為鹵素。當R 3至R 6全部皆為鹵素時,與R 3至R 6中的任意一者或多者不是鹵素時相比,最大吸收波長略微向更長的波長偏移,並且半高寬變得略微更寬,但耐光性可靠性本身可大大提高。 For example, in Chemical Formula 1, R 3 to R 6 may each independently be halogen. When R 3 to R 6 are all halogen, the maximum absorption wavelength is slightly shifted to a longer wavelength and the half-maximum width becomes Slightly wider, but the lightfastness reliability itself could be greatly improved.

舉例來說,在化學式1中,R 7至R 14可各自獨立地為經取代或未經取代的C1至C20烷基。 For example, in Chemical Formula 1, R 7 to R 14 may each independently be a substituted or unsubstituted C1 to C20 alkyl group.

舉例來說,化學式1可由選自化學式1-1-1至化學式1-1-3中的任一者表示,但未必僅限於此。 [化學式1-1-1] [化學式1-1-2] [化學式1-1-3] For example, Chemical Formula 1 may be represented by any one selected from Chemical Formula 1-1-1 to Chemical Formula 1-1-3, but is not necessarily limited thereto. [Chemical formula 1-1-1] [Chemical formula 1-1-2] [Chemical formula 1-1-3]

由化學式1表示的化合物可表現出在400 nm至520 nm處的吸收波長,並且可在所述吸收波長之中的480 nm至520 nm、具體來說490 nm至520 nm、且更具體來說490 nm至515 nm處具有最大吸收波長。如上所述,當由化學式1表示的化合物在上述範圍中具有最大吸收波長時,可有效地吸收藍色長波長區域及綠色短波長區域,由此有效地改善耐光性可靠性及面板的顏色再現性。The compound represented by Chemical Formula 1 may exhibit an absorption wavelength at 400 nm to 520 nm, and may be at 480 nm to 520 nm, specifically 490 nm to 520 nm, among the absorption wavelengths, and more specifically It has maximum absorption wavelength from 490 nm to 515 nm. As described above, when the compound represented by Chemical Formula 1 has the maximum absorption wavelength in the above range, it can effectively absorb the blue long wavelength region and the green short wavelength region, thereby effectively improving the light resistance reliability and the color reproduction of the panel. sex.

舉例來說,由化學式1表示的化合物可為染料。For example, the compound represented by Chemical Formula 1 may be a dye.

另一實施例提供一種包括所述化合物的組成物。Another embodiment provides a composition including the compound.

另一實施例提供一種包含所述化合物的抗反射膜。Another embodiment provides an antireflective film including the compound.

以固體含量計,抗反射膜可包括0.01重量%至0.5重量%的由化學式1表示的化合物。當在所述範圍內包含由化學式1表示的化合物時,有效地通過調整應用了抗反射膜的顯示裝置的面板顏色來改善中性黑色。The anti-reflection film may include 0.01% to 0.5% by weight of the compound represented by Chemical Formula 1 based on solid content. When the compound represented by Chemical Formula 1 is included within the range, neutral black is effectively improved by adjusting the panel color of the display device to which the antireflection film is applied.

抗反射膜包括黏著層及形成在黏著層上的抗反射層,且由化學式1表示的化合物可包含在黏著層中。The anti-reflective film includes an adhesive layer and an anti-reflective layer formed on the adhesive layer, and the compound represented by Chemical Formula 1 may be included in the adhesive layer.

另外,抗反射膜包括黏著層、含染料層及形成在含染料層上的抗反射層,且由化學式1表示的化合物可包含在含染料層中。In addition, the anti-reflection film includes an adhesive layer, a dye-containing layer, and an anti-reflection layer formed on the dye-containing layer, and the compound represented by Chemical Formula 1 may be included in the dye-containing layer.

即,在根據實施例的抗反射膜的層疊結構中,由化學式1表示的化合物可包括在黏著層中,或者可包括在單獨的含染料層中。(參見圖1及圖2)That is, in the laminated structure of the antireflection film according to the embodiment, the compound represented by Chemical Formula 1 may be included in the adhesive layer, or may be included in a separate dye-containing layer. (See Figure 1 and Figure 2)

抗反射層可僅由低折射層組成,或者可包括低折射層。The anti-reflective layer may consist of only a low-refractive layer, or may include a low-refractive layer.

由於基底和/或稍後描述的高折射層之間的折射率差異,低折射層可降低抗反射膜的反射率。The low refractive layer may reduce the reflectivity of the antireflective film due to the difference in refractive index between the substrate and/or the high refractive layer described later.

低折射層可包含可固化的黏合劑樹脂、含氟原子的單體及平均顆粒直徑為5 nm至300 nm的細顆粒(例如,中空二氧化矽),並且低折射層的厚度可為0.01 μm至0.15 μm。低折射層的折射率可為1.20至1.40。The low-refractive layer may include a curable binder resin, a fluorine atom-containing monomer, and fine particles (for example, hollow silica) with an average particle diameter of 5 nm to 300 nm, and the thickness of the low-refractive layer may be 0.01 μm. to 0.15 μm. The refractive index of the low refractive layer may be 1.20 to 1.40.

通過在低折射層的一個表面上(即,在低折射層的上表面上)進一步形成功能塗層,可為抗反射膜賦予額外的功能。功能塗層可包括防指紋層、抗靜電層、硬塗層、防閃光層、阻擋層等,但並非僅限於此。By further forming a functional coating on one surface of the low-refractive layer (ie, on the upper surface of the low-refractive layer), the anti-reflective film can be given additional functions. Functional coatings may include anti-fingerprint layers, antistatic layers, hard coatings, anti-glitter layers, barrier layers, etc., but are not limited to these.

抗反射層可更包括高折射層。The anti-reflective layer may further include a high refractive layer.

高折射層形成在稍後描述的基底與低折射層之間,並且在基底與低折射層之間具有折射率,由此降低抗反射層的反射率。高折射層分別與基底及低折射層直接形成。「直接形成」意指在層與層之間不存在其他層。The high refractive layer is formed between a substrate and a low refractive layer described later, and has a refractive index between the substrate and the low refractive layer, thereby reducing the reflectivity of the antireflection layer. The high refractive layer is formed directly with the base and the low refractive layer respectively. "Directly formed" means that there are no other layers between the layers.

高折射層具有0.05 μm至20 μm的厚度,1.45至2的折射率,並且在JIS-K7361中規定的霧度值與基礎材料的霧度值無差異或與基底的霧度值之間的差為10%或小於10%,其具有優異的透明度及優異的抗反射性質。The high refractive layer has a thickness of 0.05 μm to 20 μm, a refractive index of 1.45 to 2, and a haze value specified in JIS-K7361 that is no different from the haze value of the base material or the difference from the haze value of the substrate 10% or less, it has excellent transparency and excellent anti-reflective properties.

硬塗層增加抗反射層的硬度,使得即使在顯示裝置的最外表面上使用抗反射層,也不會產生劃痕。硬塗層並非必須提供的。如果在高折射層或低折射層中確保目標硬度,那麼可省略硬塗層。The hard coating layer increases the hardness of the anti-reflective layer so that scratches will not occur even if the anti-reflective layer is used on the outermost surface of the display device. Hard coating is not required. If the target hardness is ensured in the high refractive layer or the low refractive layer, the hard coat layer can be omitted.

硬塗層可形成在基底與高折射層之間或者基底與低折射層之間。The hard coat layer may be formed between the substrate and the high refractive layer or between the substrate and the low refractive layer.

硬塗層可為通過在固化黏合劑中均勻混合平均顆粒直徑為1 nm至30 nm且粒度分布範圍小於或等於±5 nm的超細金屬氧化物顆粒而形成的固化層。硬塗層可具有1 μm至15 μm的厚度,並且硬塗層的折射率可大於或等於1.54。The hard coat layer may be a cured layer formed by uniformly mixing ultrafine metal oxide particles with an average particle diameter of 1 nm to 30 nm and a particle size distribution range of less than or equal to ±5 nm in a cured binder. The hard coat layer may have a thickness of 1 μm to 15 μm, and the refractive index of the hard coat layer may be greater than or equal to 1.54.

抗反射層可具有50 μm至500 μm、例如50 μm至300 μm、例如50 μm至150 μm的厚度。當抗反射層的厚度在上述範圍內時,其可容易地應用於顯示裝置。The anti-reflective layer may have a thickness of 50 μm to 500 μm, such as 50 μm to 300 μm, such as 50 μm to 150 μm. When the thickness of the anti-reflection layer is within the above range, it can be easily applied to a display device.

黏著層可形成在抗反射層的下表面上,以將例如顯示器等光學構件黏著到面板或類似物。如上所述,黏著層可包含由化學式1表示的化合物(染料)。An adhesive layer may be formed on the lower surface of the anti-reflective layer to adhere optical components such as a display to a panel or the like. As described above, the adhesive layer may include the compound (dye) represented by Chemical Formula 1.

黏著層可具有-70℃至0℃、例如-65℃至-20℃的玻璃化溫度。當黏著層的玻璃化溫度在上述範圍內時,可提高對面板的黏著性。The adhesive layer may have a glass transition temperature of -70°C to 0°C, such as -65°C to -20°C. When the glass transition temperature of the adhesive layer is within the above range, the adhesion to the panel can be improved.

黏著層可為熱固性黏著層或光固化黏著層。可取的是,由於黏著層變成熱固性黏著層,因此不必考量由化學式1表示的化合物(染料)的吸收波長引起的紫外線的影響,由此有利於製造黏著層。「熱固性黏著層」不僅可包括通過在40℃至100℃下的預定熱處理而固化的黏著層,還可包括在室溫(例如,20℃至30℃)下固化的黏著層。The adhesive layer may be a thermosetting adhesive layer or a light-curing adhesive layer. Preferably, since the adhesive layer becomes a thermosetting adhesive layer, there is no need to consider the influence of ultraviolet rays caused by the absorption wavelength of the compound (dye) represented by Chemical Formula 1, thereby facilitating the production of the adhesive layer. The "thermosetting adhesive layer" may include not only an adhesive layer cured by predetermined heat treatment at 40°C to 100°C, but also an adhesive layer cured at room temperature (for example, 20°C to 30°C).

黏著層可由用於黏著層的組成物形成,所述組成物包括黏合樹脂及固化劑。The adhesive layer may be formed from a composition for the adhesive layer, which composition includes an adhesive resin and a curing agent.

黏合樹脂的類型不受限制,只要其能確保黏著層的玻璃化溫度即可。舉例來說,黏合樹脂可為矽酮系樹脂、尿烷系樹脂、(甲基)丙烯酸樹脂或類似樹脂,但可取的是,可使用(甲基)丙烯酸黏合樹脂。The type of adhesive resin is not limited as long as it can ensure the glass transition temperature of the adhesive layer. For example, the adhesive resin may be a silicone-based resin, a urethane-based resin, a (meth)acrylic resin, or the like, but preferably, a (meth)acrylic adhesive resin may be used.

黏合樹脂可具有-70℃至0℃、可取地-65℃至-20℃的玻璃化溫度。當黏合樹脂的玻璃化溫度具有上述範圍時,可提高對面板的黏著性。The binding resin may have a glass transition temperature of -70°C to 0°C, preferably -65°C to -20°C. When the glass transition temperature of the adhesive resin is in the above range, the adhesion to the panel can be improved.

黏合樹脂的重量平均分子量可為500,000 g/mol至2,000,000 g/mol,例如800,000 g/mol至1,500,000 g/mol。當黏合樹脂的重量平均分子量具有上述範圍時,可提高對面板的黏著性。The weight average molecular weight of the binding resin may range from 500,000 g/mol to 2,000,000 g/mol, for example, from 800,000 g/mol to 1,500,000 g/mol. When the weight average molecular weight of the adhesive resin has the above range, the adhesion to the panel can be improved.

黏合樹脂可包括共聚物,可取地包括以下中的至少一者的無規共聚物:具有烷基的(甲基)丙烯酸單體;具有羥基的(甲基)丙烯酸單體;及具有芳族基的(甲基)丙烯酸單體、具有脂環族基的(甲基)丙烯酸單體及具有雜脂環族基的(甲基)丙烯酸單體。The adhesive resin may include a copolymer, preferably a random copolymer of at least one of: a (meth)acrylic monomer having an alkyl group; a (meth)acrylic monomer having a hydroxyl group; and a random copolymer having an aromatic group (meth)acrylic acid monomers, (meth)acrylic acid monomers with alicyclic groups and (meth)acrylic acid monomers with heteroalicyclic groups.

具有烷基的(甲基)丙烯酸單體可包括具有未經取代的C1至C10烷基的(甲基)丙烯酸酯。具體來說,具有烷基的(甲基)丙烯酸單體可包括(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸叔丁酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸戊酯、(甲基)丙烯酸己酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸庚酯、(甲基)丙烯酸辛酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸壬酯及(甲基)丙烯酸癸酯中的一者或多者,但並非僅限於此。這些單體可單獨包含,或者以二者或更多者的組合形式包含。具有烷基的(甲基)丙烯酸單體的含量可為單體混合物的60重量%至99.99重量%,例如60重量%至90重量%,例如80重量%至99.9重量%。The (meth)acrylic monomer having an alkyl group may include (meth)acrylate having an unsubstituted C1 to C10 alkyl group. Specifically, the (meth)acrylic monomer having an alkyl group may include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, n-butyl (meth)acrylate, Tert-butyl (meth)acrylate, isobutyl (meth)acrylate, amyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, (methyl) One or more of heptyl acrylate, octyl (meth)acrylate, isooctyl (meth)acrylate, nonyl (meth)acrylate and decyl (meth)acrylate, but is not limited thereto. These monomers may be included individually or in combination of two or more. The content of (meth)acrylic monomers having alkyl groups may be 60% to 99.99% by weight of the monomer mixture, such as 60% to 90% by weight, such as 80% to 99.9% by weight.

具有羥基的(甲基)丙烯酸單體可包括以下中的一者或多者:具有擁有至少一個羥基的C1至C20烷基的(甲基)丙烯酸單體、具有擁有至少一個羥基的C3至C20環烷基的(甲基)丙烯酸單體、及具有擁有至少一個羥基的C6至C20芳族基的(甲基)丙烯酸單體。具體來說,具有羥基的(甲基)丙烯酸單體可可取地包括具有擁有至少一個羥基的C1至C20烷基的(甲基)丙烯酸單體,以下中的一者或多者:2-羥乙基(甲基)丙烯酸酯、2-羥丙基(甲基)丙烯酸酯、2-羥丁基(甲基)丙烯酸酯、4-羥丁基(甲基)丙烯酸酯、6-羥基己基(甲基)丙烯酸酯、1-氯-2-羥丙基(甲基)丙烯酸酯。這些單體可單獨包含,或者以二者或更多者的組合形式包含。具有羥基的(甲基)丙烯酸單體的含量可為單體混合物的0.01重量%至20重量%,例如0.1重量%至10重量%。The (meth)acrylic acid monomer having a hydroxyl group may include one or more of the following: a (meth)acrylic acid monomer having a C1 to C20 alkyl group having at least one hydroxyl group, a C3 to C20 alkyl group having at least one hydroxyl group Cycloalkyl (meth)acrylic monomers, and (meth)acrylic monomers having a C6 to C20 aromatic group having at least one hydroxyl group. Specifically, the (meth)acrylic acid monomer having a hydroxyl group may desirably include a (meth)acrylic acid monomer having a C1 to C20 alkyl group possessing at least one hydroxyl group, one or more of the following: 2-hydroxyl Ethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl ( Meth)acrylate, 1-chloro-2-hydroxypropyl (meth)acrylate. These monomers may be included individually or in combination of two or more. The content of (meth)acrylic monomers having hydroxyl groups may be 0.01% to 20% by weight of the monomer mixture, for example 0.1% to 10% by weight.

具有芳族基的(甲基)丙烯酸單體可包括具有C6至C20芳基或C7至C20芳基烷基的(甲基)丙烯酸酯。具體來說,具有芳族基的(甲基)丙烯酸單體可包括但不限於(甲基)丙烯酸苯酯、(甲基)丙烯酸苄酯及類似物。具有芳族基的(甲基)丙烯酸單體的含量可為單體混合物的0重量%至50重量%,例如0重量%至20重量%。The (meth)acrylic monomer having an aromatic group may include (meth)acrylate having a C6 to C20 aryl group or a C7 to C20 arylalkyl group. Specifically, the (meth)acrylic monomer having an aromatic group may include, but is not limited to, phenyl (meth)acrylate, benzyl (meth)acrylate, and the like. The content of (meth)acrylic monomers having aromatic groups may be 0 to 50% by weight of the monomer mixture, for example 0 to 20% by weight.

在本說明書中,當在單體之中混合脂環族基及烷基時,其被分類為具有脂環族基的(甲基)丙烯酸單體。In this specification, when an alicyclic group and an alkyl group are mixed in a monomer, it is classified as a (meth)acrylic monomer having an alicyclic group.

具有脂環族基的(甲基)丙烯酸單體可為具有C5至C20單環或雜環脂環族基的(甲基)丙烯酸酯,並且可包括(甲基)丙烯酸環己酯、(甲基)丙烯酸異冰片酯、(甲基)丙烯酸二環戊酯、(甲基)丙烯酸甲基環己酯及(甲基)丙烯酸二環戊烯酯中的至少一者。具有脂環族基的(甲基)丙烯酸單體的含量可為單體混合物的0重量%至50重量%,例如1重量%至30重量%,或1重量%至20重量%。The (meth)acrylic acid monomer having an alicyclic group may be a (meth)acrylate having a C5 to C20 monocyclic or heterocyclic alicyclic group, and may include cyclohexyl (meth)acrylate, (meth)acrylate At least one of isobornyl acrylate, dicyclopentyl (meth)acrylate, methylcyclohexyl (meth)acrylate and dicyclopentenyl (meth)acrylate. The content of the (meth)acrylic monomer having an alicyclic group may be 0% to 50% by weight of the monomer mixture, such as 1% to 30% by weight, or 1% to 20% by weight.

具有雜脂環族基的(甲基)丙烯酸單體可包括具有C4至C9雜脂環族基的(甲基)丙烯酸酯,所述C4至C9雜脂環族基包括氮、氧或硫中的至少一者。具體來說,具有雜脂環族基的(甲基)丙烯酸單體可包括(甲基)丙烯醯嗎啉,但並非僅限於此。具有雜脂環族基的(甲基)丙烯酸單體的含量可為單體混合物的0重量%至50重量%,例如0重量%至10重量%。The (meth)acrylic acid monomer having a heteroalicyclic group may include a (meth)acrylate having a C4 to C9 heteroalicyclic group, the C4 to C9 heteroalicyclic group including nitrogen, oxygen or sulfur. At least one of. Specifically, the (meth)acrylic acid monomer having a heteroalicyclic group may include (meth)acryloylmorpholine, but is not limited thereto. The content of the (meth)acrylic monomer having a heteroalicyclic group may be from 0 to 50% by weight of the monomer mixture, for example from 0 to 10% by weight.

黏合樹脂可包括單體混合物的(甲基)丙烯酸共聚物,所述單體混合物包括70重量%至99.99重量%、例如90重量%至99.5重量%的具有烷基的(甲基)丙烯酸單體、0.01重量%至30重量%、例如0.5重量%至10重量%的具有羥基的(甲基)丙烯酸單體。當構成黏合樹脂的每種單體具有上述範圍時,可容易地確保黏著強度。The adhesive resin may include a (meth)acrylic copolymer of a monomer mixture including 70 to 99.99% by weight, for example, 90 to 99.5% by weight of a (meth)acrylic monomer having an alkyl group. , 0.01% to 30% by weight, such as 0.5% to 10% by weight of (meth)acrylic acid monomer having a hydroxyl group. When each monomer constituting the adhesive resin has the above range, adhesive strength can be easily ensured.

固化劑可包括異氰酸酯系固化劑。以100重量份的黏合樹脂計,固化劑的含量可為0.01重量份至20重量份,例如0.01重量份至10重量份,例如0.1重量份至4重量份。當固化劑具有上述範圍時,組成物可交聯以形成黏著層,並防止由於其過度使用而導致透明度降低及可靠性不良。The curing agent may include an isocyanate-based curing agent. Based on 100 parts by weight of the adhesive resin, the content of the curing agent may be 0.01 to 20 parts by weight, such as 0.01 to 10 parts by weight, such as 0.1 to 4 parts by weight. When the curing agent has the above range, the composition can be cross-linked to form an adhesive layer and prevent reduction in transparency and poor reliability due to excessive use thereof.

所述組成物可更包含傳統添加劑,例如矽烷耦合劑、抗氧化劑、增黏樹脂、增塑劑、抗靜電劑、更新劑(rework agent)及固化催化劑。以100重量份的黏合樹脂計,矽烷耦合劑的含量可為0.01重量份至20重量份,例如0.01重量份至10重量份,例如0.1重量份至4重量份。當矽烷耦合劑具有上述範圍時,可控制黏著性,並且可防止可靠性缺陷。The composition may further include traditional additives, such as silane coupling agent, antioxidant, tackifying resin, plasticizer, antistatic agent, rework agent and curing catalyst. Based on 100 parts by weight of the adhesive resin, the content of the silane coupling agent may be 0.01 to 20 parts by weight, such as 0.01 to 10 parts by weight, such as 0.1 to 4 parts by weight. When the silane coupling agent has the above range, adhesion can be controlled, and reliability defects can be prevented.

用於黏著層的組成物可為無溶劑型的,或者可更包括傳統的有機溶劑以增加塗層性質。The composition used for the adhesive layer may be solvent-free, or may further include traditional organic solvents to enhance coating properties.

黏著層可具有1 μm至50 μm、例如5 μm至25 μm的厚度。當黏著層的厚度在上述範圍內時,其可容易地用於顯示裝置中。The adhesive layer may have a thickness of 1 μm to 50 μm, such as 5 μm to 25 μm. When the thickness of the adhesive layer is within the above range, it can be easily used in a display device.

根據另一實施例,提供一種包括抗反射膜的顯示裝置。舉例來說,可提供一種包括抗反射膜及含量子點層的顯示裝置。According to another embodiment, a display device including an anti-reflection film is provided. For example, a display device including an anti-reflection film and a quantum dot-containing layer can be provided.

舉例來說,顯示裝置可更包括光源、濾色器及基底。For example, the display device may further include a light source, a color filter, and a substrate.

舉例來說,顯示裝置可具有堆疊結構,其中含量子點層可設置在光源上,濾色器可設置在含量子點層上,基底可設置在濾色器上,且抗反射膜可設置在基底上。(參見圖3及圖4)For example, the display device may have a stacked structure, in which a quantum dot-containing layer may be disposed on the light source, a color filter may be disposed on the quantum dot-containing layer, the substrate may be disposed on the color filter, and the anti-reflection film may be disposed on on the base. (See Figure 3 and Figure 4)

舉例來說,光源可為藍色光源。For example, the light source may be a blue light source.

舉例來說,基底可為玻璃基底。For example, the substrate can be a glass substrate.

一般來說,當光源移位或擴展至短波長時,已知吸光度及螢光性增加,且因此,為增加量子點的螢光效率,使用在短波長中移位或擴展光源的方法。然而,當使用藍色光源時,顏色再現性可能劣化,且具體來說,藍色有機發光二極體(organic light emitting diode,OLED)光源在移位及類似方面存在困難。Generally, when a light source is shifted or expanded to a short wavelength, absorbance and fluorescence are known to increase, and therefore, in order to increase the fluorescence efficiency of quantum dots, a method of shifting or expanding the light source in a short wavelength is used. However, when a blue light source is used, color reproducibility may be deteriorated, and specifically, a blue organic light emitting diode (OLED) light source has difficulty in shifting and the like.

然而,根據實施例的顯示裝置使用由化學式1表示的化合物來增加在藍色區域中的光源,且因此增強具有由量子點吸收的波長的光,且因此,可預期具有增加量子點的發光效率的效果。此外,通過吸收(切割)藍色光源的短波長區域中的光來改善面板的顏色再現性,應用於面板的光源不需要被改變,且另外,可減少顯示裝置中包括的量子點的量,且因此具有價格競爭力。However, the display device according to the embodiment uses the compound represented by Chemical Formula 1 to increase the light source in the blue region, and thus enhances light having a wavelength absorbed by the quantum dots, and therefore, can be expected to have increased luminous efficiency of the quantum dots Effect. In addition, by absorbing (cutting) light in the short wavelength region of the blue light source to improve the color reproducibility of the panel, the light source applied to the panel does not need to be changed, and in addition, the amount of quantum dots included in the display device can be reduced, And therefore price competitive.

另外,通過在玻璃基底上指定包含由化學式1表示的化合物的抗反射膜,根據實施例的顯示裝置可使由於包含由化學式1表示的化合物的抗反射膜引起的量子點的效率增加最大化。In addition, by specifying the anti-reflection film containing the compound represented by Chemical Formula 1 on the glass substrate, the display device according to the embodiment can maximize the efficiency increase of the quantum dots due to the anti-reflection film containing the compound represented by Chemical Formula 1.

除了量子點之外,構成含量子點層的組分可更包括黏合劑樹脂、反應性不飽和化合物、光聚合引發劑、擴散劑及其他添加劑,這將在稍後進行描述。In addition to quantum dots, the components constituting the quantum dot-containing layer may further include a binder resin, a reactive unsaturated compound, a photopolymerization initiator, a diffusing agent and other additives, which will be described later.

量子點可在350 nm至550 nm的波長範圍的400 nm至500 nm中具有最大螢光發射波長(螢光λ max)。 Quantum dots may have a maximum fluorescent emission wavelength (fluorescence λ max ) in the wavelength range of 350 nm to 550 nm, 400 nm to 500 nm.

量子點可具有處於20 nm至100 nm、例如20 nm至50 nm範圍內的半高寬(FWHM)。當量子點具有處於所述範圍內的半高寬(FWHM)時,所述量子點具有高顏色純度且因此當用作濾色器中的彩色材料時具有增加顏色再現性的效果。Quantum dots may have a full width at half maximum (FWHM) in the range of 20 nm to 100 nm, such as 20 nm to 50 nm. When the quantum dot has a half-maximum width (FWHM) within the range, the quantum dot has high color purity and therefore has the effect of increasing color reproducibility when used as a color material in a color filter.

量子點可為有機材料、無機材料或有機材料與無機材料的混成(混合物)。Quantum dots can be organic materials, inorganic materials, or a mixture (mixture) of organic and inorganic materials.

量子點可各自獨立地包括核心及環繞所述核心的殼體,且在本文中,所述核心及所述殼體可具有例如各自獨立地包含II-IV族、III-V族及類似族的核心、核心/殼體、核心/第一殼體/第二殼體、合金、合金/殼體及類似物結構,但並非僅限於此。A quantum dot may each independently include a core and a shell surrounding the core, and as used herein, the core and the shell may have, for example, each independently including a group II-IV, a group III-V, and the like. Core, core/shell, core/first shell/second shell, alloy, alloy/shell and similar structures, but are not limited to these.

舉例來說,所述核心可包含選自CdS、CdSe、CdTe、ZnS、ZnSe、ZnTe、HgS、HgSe、HgTe、GaN、GaP、GaAs、InP、InAs及其合金的至少一種材料,但未必僅限於此。環繞所述核心的所述殼體可包含選自CdSe、ZnSe、ZnS、ZnTe、CdTe、PbS、TiO、SrSe、HgSe及其合金的至少一種材料,但未必僅限於此。For example, the core may include at least one material selected from CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, HgS, HgSe, HgTe, GaN, GaP, GaAs, InP, InAs and alloys thereof, but is not necessarily limited to this. The shell surrounding the core may include at least one material selected from CdSe, ZnSe, ZnS, ZnTe, CdTe, PbS, TiO, SrSe, HgSe and alloys thereof, but is not necessarily limited thereto.

在實施例中,由於近來全世界對環境的關注已大大增加,且關於有毒材料的管制也已加強,因此使用量子效率(量子產率)稍低但對環境無害的無鎘發光材料(InP/ZnS)來替代具有鎘系核心的發光材料,但未必僅限於此。In the embodiment, since environmental concerns have greatly increased around the world recently and regulations regarding toxic materials have also been tightened, a cadmium-free luminescent material (InP/ ZnS) to replace luminescent materials with cadmium cores, but it is not necessarily limited to this.

具有核心/殼體結構的量子點可具有1 nm至15 nm、例如5 nm至15 nm的包括殼體在內的整個大小(平均顆粒直徑),但其結構不受特別限制。The quantum dot having a core/shell structure may have an entire size (average particle diameter) including the shell of 1 nm to 15 nm, for example, 5 nm to 15 nm, but its structure is not particularly limited.

舉例來說,量子點可為紅色量子點、綠色量子點或其組合。舉例來說,量子點可包括綠色量子點及紅色量子點兩者。在此種情形中,綠色量子點的含量可大於紅色量子點的含量。紅色量子點可具有10 nm至15 nm的平均顆粒直徑。綠色量子點可具有5 nm至8 nm的平均顆粒直徑。For example, the quantum dots can be red quantum dots, green quantum dots, or a combination thereof. For example, quantum dots may include both green quantum dots and red quantum dots. In this case, the content of green quantum dots may be greater than the content of red quantum dots. Red quantum dots can have an average particle diameter of 10 nm to 15 nm. Green quantum dots can have an average particle diameter of 5 nm to 8 nm.

同時,為了量子點的分散穩定性,可一起使用分散劑。分散劑可幫助光轉換材料(例如,量子點)均勻分散在可固化組成物中,並且包括非離子分散劑、陰離子分散劑或陽離子分散劑。具體來說,所述分散劑可包含聚烷二醇或其酯、聚氧化烯烴、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。所述分散劑可單獨使用或以二者或更多者的混合物形式使用。以光轉換材料(例如量子點)的固體含量計,分散劑可以0.1重量%至100重量%,例如10重量%至20重量%的量使用。At the same time, for the dispersion stability of quantum dots, a dispersant can be used together. Dispersants can help the light conversion material (eg, quantum dots) be uniformly dispersed in the curable composition and include nonionic, anionic, or cationic dispersants. Specifically, the dispersant may include polyalkylene glycol or its ester, polyoxyalkylene, polyol ester alkylene oxide addition product, alcohol alkylene oxide addition product, sulfonate ester, sulfonate, carboxylic acid Esters, carboxylates, alkylamide alkylene oxide addition products, alkylamines. The dispersants may be used alone or in a mixture of two or more. The dispersant may be used in an amount of 0.1% to 100% by weight, such as 10% to 20% by weight, based on the solids content of the light conversion material (eg quantum dots).

以100重量份的構成含量子點層的組分計,量子點的含量可為1至40重量份,例如1至10重量份。當在上述範圍內包含量子點時,光轉換率得到提高,並且圖案特性及顯影特性不會收到損害,使得可獲得優異的可加工性。The content of quantum dots may be 1 to 40 parts by weight, such as 1 to 10 parts by weight based on 100 parts by weight of the components constituting the quantum dot-containing layer. When quantum dots are included within the above range, the light conversion efficiency is improved, and the pattern characteristics and development characteristics are not impaired, so that excellent processability can be obtained.

黏合劑樹脂可包括丙烯酸樹脂、環氧樹脂或其組合。The adhesive resin may include acrylic resin, epoxy resin, or combinations thereof.

丙烯酸樹脂為第一烯系不飽和單體及可與其共聚合的第二烯系不飽和單體的共聚物,且為包含至少一個丙烯酸重複單元的樹脂。The acrylic 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 acid repeating unit.

第一烯系不飽和單體為包含至少一個羧基的烯系不飽和單體。所述單體的實例包含丙烯酸、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 such monomers include acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid or combinations thereof.

以丙烯酸樹脂的總量計,第一烯系不飽和單體的含量可為5重量%至50重量%、例如10重量%至40重量%。Based on the total amount of the acrylic resin, the content of the first ethylenically unsaturated monomer may be 5% to 50% by weight, such as 10% to 40% by weight.

第二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、乙烯基苄基甲醚及類似物;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)丙烯酸苄酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸苯酯及類似物;不飽和羧酸氨基烷基酯化合物,例如(甲基)丙烯酸2-氨基乙酯、(甲基)丙烯酸2-二甲基氨基乙酯及類似物;羧酸乙烯酯化合物,例如乙酸乙烯酯、苯甲酸乙烯酯及類似物;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及類似物;氰化乙烯化合物,例如(甲基)丙烯腈及類似物;不飽和醯胺化合物,例如(甲基)丙烯醯胺及類似物;等等。這些化合物可單獨使用或以二者或更多者的混合物形式使用。The second ethylenically unsaturated monomer can be: aromatic vinyl compounds, such as styrene, α-methylstyrene, vinyl toluene, vinyl benzyl methyl ether and the like; unsaturated carboxylic acid ester compounds, such as Methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, (methyl) Benzyl acrylate, cyclohexyl (meth)acrylate, phenyl (meth)acrylate and the like; unsaturated carboxylic acid aminoalkyl ester compounds, such as 2-aminoethyl (meth)acrylate, (meth)acrylate 2-dimethylaminoethyl acrylate and the like; carboxylic acid vinyl ester compounds, such as vinyl acetate, vinyl benzoate and the like; unsaturated carboxylic acid glycidyl ester compounds, such as glycidyl (meth)acrylate esters and the like; cyanide vinyl compounds, such as (meth)acrylonitrile and the like; unsaturated amide compounds, such as (meth)acrylamide and the like; etc. These compounds may be used alone or in a mixture of two or more.

丙烯酸樹脂的具體實例可為聚甲基丙烯酸苄酯、(甲基)丙烯酸/甲基丙烯酸苄酯共聚物、(甲基)丙烯酸/甲基丙烯酸苄酯/苯乙烯共聚物、(甲基)丙烯酸/甲基丙烯酸苄酯/甲基丙烯酸2-羥基乙酯共聚物、(甲基)丙烯酸/甲基丙烯酸苄酯/苯乙烯/甲基丙烯酸2-羥基乙酯共聚物及類似物,但並非僅限於此。這些丙烯酸系樹脂可單獨使用或以二者或更多者的混合物形式使用。Specific examples of the acrylic resin may be polybenzyl methacrylate, (meth)acrylic acid/benzyl methacrylate copolymer, (meth)acrylic acid/benzyl methacrylate/styrene copolymer, (meth)acrylic acid /Benzyl methacrylate/2-hydroxyethyl methacrylate copolymer, (meth)acrylic acid/benzyl methacrylate/styrene/2-hydroxyethyl methacrylate copolymer and the like, but not only Limited to this. These acrylic resins may be used alone or in a mixture of two or more.

所述丙烯酸樹脂可具有1,000 g/mol至15,000 g/mol的重量平均分子量。當丙烯酸樹脂的重量平均分子量在所述範圍內時,與基底的緊密接觸性質以及物理及化學形成得到改善,且黏度為適當的。The acrylic resin may have a weight average molecular weight of 1,000 to 15,000 g/mol. When the weight average molecular weight of the acrylic resin is within the range, the close contact properties with the substrate and the physical and chemical formation are improved, and the viscosity is appropriate.

環氧樹脂可為可熱聚合的單體或寡聚物,並且可包括具有碳-碳不飽和鍵及碳-碳環狀鍵的化合物。The epoxy resin may be a thermally polymerizable monomer or oligomer, and may include compounds having carbon-carbon unsaturated bonds and carbon-carbon cyclic bonds.

環氧樹脂可更包括雙酚A環氧樹脂、雙酚F環氧樹脂、苯酚酚醛環氧樹脂、環狀脂族環氧樹脂及脂族多縮水甘油醚,但未必僅限於此。Epoxy resins may further include bisphenol A epoxy resin, bisphenol F epoxy resin, phenol novolac epoxy resin, cyclic aliphatic epoxy resin and aliphatic polyglycidyl ether, but are not necessarily limited thereto.

所述化合物的市售產品可為優香殼牌環氧有限公司(Yuka Shell Epoxy Co., Ltd.)的YX4000、YX4000H、YL6121H、YL6640或YL6677;日本化藥有限公司(Nippon Kayaku Co. Ltd.)的EOCN-102、EOCN-103S、EOCN-104S、EOCN-1020、EOCN-1025或EOCN-1027;以及優香殼牌環氧有限公司的環氧類樹脂(EPIKOTE)180S75;雙酚A環氧樹脂,例如優香殼牌環氧有限公司的EPIKOTE 1001、1002、1003、1004、1007、1009、1010及828;雙酚F環氧樹脂,例如優香殼牌環氧有限公司的EPIKOTE 807及834;酚醛環氧樹脂,例如優香殼牌環氧有限公司的EPIKOTE 152、154或157H65、及日本化藥有限公司的EPPN 201、202;環狀脂族環氧樹脂,例如汽巴嘉基公司(CIBA-GEIGY A.G Corp.)的CY175、CY177及CY179、美國聯合碳化物公司(U.C.C.)的ERL-4234、ERL-4299、ERL-4221及ERL-4206、昭和登高株式會社(Showa Denko K.K.)的昭登(Showdyne)509、汽巴嘉基公司的愛牢達(Araldite)CY-182、大日本油墨化學公司(Dainippon Ink & Chemicals Inc.)的CY-192及CY-184、優香殼牌環氧公司的艾匹克隆(EPICLON)200及400、EPIKOTE 871、872、以及塞拉尼斯塗料公司(Celanese Coating Corporation)的EP1032H60、ED-5661及ED-5662;脂族聚縮水甘油醚可為優香殼牌環氧公司的EPIKOTE 190P及191P、共榮社由至化工有限公司(Kyoeisha Yushi Kagaku Kogyo Co., Ltd.)的埃坡樂特(EPOLITE)100MF、日本由至株式會社(Nihon Yushi K. K.)的愛皮爾特姆(EPIOL TMP)及類似物。Commercially available products of the compound can be YX4000, YX4000H, YL6121H, YL6640 or YL6677 from Yuka Shell Epoxy Co., Ltd.; YX4000 from Nippon Kayaku Co. Ltd. EOCN-102, EOCN-103S, EOCN-104S, EOCN-1020, EOCN-1025 or EOCN-1027; and epoxy resin (EPIKOTE) 180S75 of Youxiang Shell Epoxy Co., Ltd.; bisphenol A epoxy resin, such as Youxiang Shell Epoxy Co., Ltd. EPIKOTE 1001, 1002, 1003, 1004, 1007, 1009, 1010 and 828 of Shell Epoxy Co., Ltd.; bisphenol F epoxy resins, such as EPIKOTE 807 and 834 of Youxiang Shell Epoxy Co., Ltd.; phenolic epoxy resins, such as Youxiang EPIKOTE 152, 154 or 157H65 of Shell Epoxy Co., Ltd., and EPPN 201, 202 of Nippon Chemical Co., Ltd.; cyclic aliphatic epoxy resins, such as CY175, CY177 and CY179, ERL-4234, ERL-4299, ERL-4221 and ERL-4206 of Union Carbide Corporation (U.C.C.), Showdyne 509 of Showa Denko K.K., Ciba-Geigy The company’s Araldite CY-182, Dainippon Ink & Chemicals Inc.’s CY-192 and CY-184, Youxiang Shell Epoxy Company’s EPICLON 200 and 400, EPIKOTE 871, 872, and EP1032H60, ED-5661 and ED-5662 of Celanese Coating Corporation; aliphatic polyglycidyl ethers can be EPIKOTE 190P and 191P of Youxiang Shell Epoxy Company, and Gyoei Society by EPOLITE 100MF from Kyoeisha Yushi Kagaku Kogyo Co., Ltd., EPIOL TMP from Nihon Yushi K. K. and similar products.

以100重量份的構成含量子點層的組分計,黏合劑樹脂的含量可為1至40重量份、例如5至20重量份。當在上述範圍內包含黏合劑樹脂時,可獲得圖案的優異的靈敏度、可顯影性、解析度及線性。Based on 100 parts by weight of the components constituting the subdot-containing layer, the content of the binder resin may be 1 to 40 parts by weight, such as 5 to 20 parts by weight. When the binder resin is included within the above range, excellent sensitivity, developability, resolution and linearity of the pattern can be obtained.

可通過混合在傳統可光固化組成物及熱固性組成物中通常使用的單體或寡聚物來使用反應性不飽和化合物。The reactive unsaturated compound can be used by mixing monomers or oligomers commonly used in conventional photocurable compositions and thermosetting compositions.

反應性不飽和化合物可為丙烯酸酯系化合物。舉例來說,乙二醇二丙烯酸酯、三乙二醇二丙烯酸酯、1,4-丁二醇二丙烯酸酯、1,6-己二醇二丙烯酸酯、新戊二醇二丙烯酸酯、季戊四醇二丙烯酸酯、季戊四醇三丙烯酸酯、二季戊四醇二丙烯酸酯、二季戊四醇三丙烯酸酯、二季戊四醇五丙烯酸酯、季戊四醇六丙烯酸酯、雙酚A二丙烯酸酯、三羥甲基丙烷三丙烯酸酯、酚醛環氧丙烯酸酯、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、1,4-丁二醇二甲基丙烯酸酯、1,6-己二醇二甲基丙烯酸酯中的至少一者或其混合物。The reactive unsaturated compound may be an acrylate compound. For example, ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, neopentyl glycol diacrylate, pentaerythritol Diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol pentaacrylate, pentaerythritol hexaacrylate, bisphenol A diacrylate, trimethylolpropane triacrylate, phenolic ring Oxyacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimethacrylate, 1,4-butanediol dimethyl At least one of acrylate, 1,6-hexanediol dimethacrylate or a mixture thereof.

反應性不飽和化合物可用酸酐處理以改善可顯影性。Reactive unsaturated compounds can be treated with anhydrides to improve developability.

以100重量份的構成含量子點層的組分計,反應性不飽和化合物的含量可為1至10重量份,例如1至5重量份。當在上述範圍內包含反應性不飽和化合物時,在圖案形成工藝中的曝光期間充分發生固化,從而導致圖案的優異的可靠性、耐熱性、耐光性、耐化學性、解析度及緊密接觸性質。The content of the reactive unsaturated compound may be 1 to 10 parts by weight, such as 1 to 5 parts by weight based on 100 parts by weight of the components constituting the subdot-containing layer. When the reactive unsaturated compound is included within the above range, curing sufficiently occurs during exposure in the pattern forming process, resulting in excellent reliability, heat resistance, light resistance, chemical resistance, resolution and close contact properties of the pattern .

光聚合引發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、肟系化合物及類似物。The photopolymerization initiator may be an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, an oxime-based compound, and the like.

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、對叔丁基三氯苯乙酮、對叔丁基二氯苯乙酮、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-苄基-2-二甲基氨基-1-(4-嗎啉基苯基)-丁-1-酮及類似物。Examples of the acetophenone-based compound may be 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, p-tert-butyl Trichloroacetophenone, p-tert-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4- (Methylthio)phenyl)-2-morpholinylpropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)-butan-1-one and Analogues.

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(二甲基氨基)二苯甲酮、4,4'-雙(二乙基氨基)二苯甲酮、4,4'-二甲基氨基二苯甲酮、4,4'-二氯二苯甲酮、3,3'-二甲基-2-甲氧基二苯甲酮及類似物。Examples of the benzophenone-based compound may be benzophenone, benzoyl benzoate, benzoyl methyl benzoate, 4-phenylbenzophenone, hydroxybenzophenone, diacrylate Benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone ketone, 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-氯噻噸酮及類似物。Examples of the thioxanthone-based compound may be thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, and 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、安息香乙醚、安息香異丙醚、安息香異丁醚、苯甲基二甲基縮酮及類似物。Examples of the benzoin-based compound may be benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzoin dimethyl ketal and 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-雙(三氯甲基)-6-胡椒基-s-三嗪、2-4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-s-三嗪及類似物。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-bis (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-bis(trichloromethyl)-6-piperonyl-s-triazine, 2-4-bis(trichloromethyl)-6 -(4-methoxystyryl)-s-triazine and the like.

肟系化合物的實例可為O-醯基肟系化合物、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-哢唑-3-基]乙酮、O-乙氧基羰基-α-氧基氨基-1-苯基丙-1-酮及類似物。O-醯基肟系化合物的具體實例可為1,2-辛二酮、2-二甲基氨基-2-(4-甲基苄基)-1-(4-嗎啉-4-基-苯基)-丁-1-酮、1-(4-苯基硫烷基苯基)-丁烷-1,2-二酮-2-肟-O-苯甲酸酯、1-(4-苯基硫烷基苯基)-辛烷-1,2-二酮-2-肟-O-苯甲酸酯、1-(4-苯基硫烷基苯基)-辛-1-酮肟-O-乙酸酯、1-(4-苯基硫烷基苯基)-丁-1-酮肟-O-乙酸酯及類似物。Examples of the oxime-based compound may be O-carboxyloxime-based compounds, 2-(O-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1 -(O-acetyl oxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-terazol-3-yl]ethanone, O-ethoxycarbonyl- α-Oxylamino-1-phenylpropan-1-one and the like. Specific examples of the O-acyl oxime-based compound include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholin-4-yl- Phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butane-1,2-dione-2-oxime-O-benzoate, 1-(4- Phenylsulfanylphenyl)-octane-1,2-dione-2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octane-1-oneoxime -O-acetate, 1-(4-phenylsulfanylphenyl)-but-1-one oxime-O-acetate and the like.

光聚合引發劑除所述化合物之外可更包含哢唑系化合物、二酮系化合物、硼酸鋶系化合物、重氮系化合物、咪唑系化合物、聯咪唑系化合物、芴系化合物及類似物。In addition to the above-mentioned compounds, the photopolymerization initiator may further include a benzazole-based compound, a diketone-based compound, a sulfonium borate-based compound, a diazo-based compound, an imidazole-based compound, a biimidazole-based compound, a fluorene-based compound, and the like.

光聚合引發劑可與能夠通過吸收光引起化學反應且變得激發並隨後傳輸其能量的光增感劑一起使用。Photopolymerization initiators may be used with photosensitizers that are capable of causing a chemical reaction by absorbing light and becoming excited and subsequently transmitting its energy.

光增感劑的實例可為四乙二醇雙-3-巰基丙酸酯、季戊四醇四-3-巰基丙酸酯、二季戊四醇四-3-巰基丙酸酯及類似物。Examples of photosensitizers may be tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, dipentaerythritol tetrakis-3-mercaptopropionate, and the like.

以100重量份的構成含量子點層的組分計,光聚合引發劑的含量可為0.1重量份至10重量份,例如0.1重量份至5重量份。當在上述範圍內包含光聚合引發劑時,在曝光期間靈敏度與可顯影性之間的平衡得到改善,使得可獲得無殘留膜的具有優異解析度的圖案。Based on 100 parts by weight of the components constituting the subdot layer, the content of the photopolymerization initiator may be 0.1 to 10 parts by weight, for example, 0.1 to 5 parts by weight. When the photopolymerization initiator is included within the above range, the balance between sensitivity and developability during exposure is improved, so that a pattern with excellent resolution without residual film can be obtained.

含量子點層可更包含擴散劑。The subdot-containing layer may further include a diffusing agent.

舉例來說,擴散劑可包括硫酸鋇(BaSO 4)、碳酸鈣(CaCO 3)、二氧化鈦(TiO 2)、氧化鋯(ZrO 2)或其組合。 For example, the diffusing agent may include barium sulfate (BaSO 4 ), calcium carbonate (CaCO 3 ), titanium dioxide (TiO 2 ), zirconium oxide (ZrO 2 ), or combinations thereof.

擴散劑反射未被前述量子點吸收的光,使得反射光可再次在量子點中被吸收。換句話說,擴散劑增加量子點中吸收的光的量,且因此增加可固化組成物的光轉換效率。The diffusing agent reflects the light that has not been absorbed by the aforementioned quantum dots, so that the reflected light can be absorbed in the quantum dots again. In other words, the diffusing agent increases the amount of light absorbed in the quantum dots, and therefore increases the light conversion efficiency of the curable composition.

擴散劑的平均顆粒直徑(D 50)可在150 nm至250 nm的範圍內,且具體來說,在180 nm至230 nm的範圍內。當擴散劑具有所述範圍內的平均顆粒直徑時,可獲得更優異的光散射效果,並且可增加光轉換效率。 The average particle diameter (D 50 ) of the diffusing agent may be in the range of 150 nm to 250 nm, and specifically in the range of 180 nm to 230 nm. When the diffusing agent has an average particle diameter within the range, a more excellent light scattering effect can be obtained, and the light conversion efficiency can be increased.

以100重量份的構成含量子點層的組分的固體含量計,擴散劑的含量可為0.1重量%至20重量%,例如0.1重量%至5重量%。當以100重量份的構成含量子點層的組分計,擴散劑的含量小於0.1重量%時,難以期望通過使用擴散劑來改善光轉換效率的效果,而當擴散劑的含量大於5重量%時,圖案特性可能劣化。Based on 100 parts by weight of the solid content of the components constituting the subdot-containing layer, the content of the diffusing agent may be 0.1% to 20% by weight, such as 0.1% to 5% by weight. When the content of the diffusing agent is less than 0.1% by weight based on 100 parts by weight of the components constituting the content subdot layer, it is difficult to expect the effect of improving the light conversion efficiency by using the diffusing agent, and when the content of the diffusing agent is greater than 5% by weight , pattern characteristics may deteriorate.

為改善量子點的穩定性及分散性,含量子點層可更包括硫醇系添加劑。In order to improve the stability and dispersion of the quantum dots, the quantum dot-containing layer may further include a thiol-based additive.

硫醇系添加劑可代替量子點的殼體表面,且可改善量子點在溶劑中的分散穩定性,並且可穩定量子點。Thiol-based additives can replace the shell surface of quantum dots, improve the dispersion stability of quantum dots in solvents, and stabilize quantum dots.

硫醇系添加劑可根據其結構而在末端處具有一或多個、例如2至10個、例如2至4個硫醇基(-SH)。The thiol-based additive may have one or more, such as 2 to 10, such as 2 to 4, thiol groups (-SH) at the terminal depending on its structure.

舉例來說,硫醇系添加劑可包含由化學式2表示的至少兩個官能基。 [化學式2] For example, the thiol-based additive may include at least two functional groups represented by Chemical Formula 2. [Chemical formula 2]

在化學式2中, L 7及L 8各自獨立地為單鍵、經取代或未經取代的C1至C20伸烷基、經取代或未經取代的C3至C20亞環烷基、經取代或未經取代的C6至C20伸芳基或者經取代或未經取代的C2至C20伸雜芳基。 In Chemical Formula 2, L 7 and L 8 are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C1 to C20 cycloalkylene group, Substituted C6 to C20 aryl group or substituted or unsubstituted C2 to C20 heteroaryl group.

舉例來說,硫醇系添加劑可由化學式3表示。 [化學式3] For example, the thiol-based additive can be represented by Chemical Formula 3. [Chemical formula 3]

在化學式3中, L 7及L 8各自獨立地為單鍵、經取代或未經取代的C1至C20伸烷基、經取代或未經取代的C3至C20亞環烷基、經取代或未經取代的C6至C20伸芳基或者經取代或未經取代的C2至C20伸雜芳基,且 u1及u2各自獨立地為整數0或1。 In Chemical Formula 3, L 7 and L 8 are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C1 to C20 cycloalkylene group, A substituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heteroaryl group, and u1 and u2 are each independently an integer 0 or 1.

舉例來說,在化學式2及化學式3中,L 7及L 8可各自獨立地為單鍵或者經取代或未經取代的C1至C20伸烷基。 For example, in Chemical Formula 2 and Chemical Formula 3, L 7 and L 8 may each independently be a single bond or a substituted or unsubstituted C1 to C20 alkylene group.

硫醇系添加劑的具體實例可選自由化學式2a表示的季戊四醇四(3-巰基丙酸酯)、由化學式2b表示的三羥甲基丙烷三(3-巰基丙酸酯)、由化學式2c表示的季戊四醇四(巰基乙酸酯)、由化學式2d表示的三羥甲基丙烷三(2-巰基乙酸酯)、由化學式2e表示的二醇二-3巰基丙酸酯及其組合。 [化學式2a] [化學式2b] [化學式2c] [化學式2d] [化學式2e] Specific examples of the thiol-based additive may be selected from pentaerythritol tetrakis(3-mercaptopropionate) represented by Chemical Formula 2a, trimethylolpropane tris(3-mercaptopropionate) represented by Chemical Formula 2b, trimethylolpropane tris(3-mercaptopropionate) represented by Chemical Formula 2c Pentaerythritol tetrakis(mercaptoacetate), trimethylolpropane tris(2-mercaptoacetate) represented by Chemical Formula 2d, diol di-3-mercaptopropionate represented by Chemical Formula 2e, and combinations thereof. [Chemical formula 2a] [Chemical formula 2b] [Chemical formula 2c] [Chemical formula 2d] [Chemical formula 2e]

以100重量份的構成含量子點層的組分計,硫醇系添加劑的含量可為0.1重量份至10重量份、例如0.1重量份至5重量份。當在所述範圍內包含硫醇系添加劑時,可改善例如量子點等光轉換材料的穩定性,所述組分中的硫醇基與樹脂或單體的丙烯酸基反應以形成共價鍵,且由此可改善例如量子點等光轉換材料的耐熱性。Based on 100 parts by weight of the components constituting the subdot layer, the content of the thiol-based additive may be 0.1 to 10 parts by weight, for example, 0.1 to 5 parts by weight. When a thiol-based additive is included within the range, the stability of light conversion materials such as quantum dots can be improved, and the thiol group in the component reacts with the acrylic group of the resin or monomer to form a covalent bond, And thus the heat resistance of light conversion materials such as quantum dots can be improved.

含量子點層可更包括阻聚劑,所述阻聚劑包括氫醌系化合物、鄰苯二酚系化合物或其組合。由於含量子點層更包括氫醌系化合物、鄰苯二酚系化合物或其組合,因此在印刷(塗布)包含量子點的組成物之後,可在曝光期間防止室溫下的交聯。The subdot-containing layer may further include a polymerization inhibitor, which includes a hydroquinone-based compound, a catechol-based compound, or a combination thereof. Since the quantum dot-containing layer further includes a hydroquinone-based compound, a catechol-based compound, or a combination thereof, cross-linking at room temperature can be prevented during exposure after printing (coating) the composition containing quantum dots.

舉例來說,氫醌系化合物、鄰苯二酚系化合物或其組合可包括氫醌、甲基氫醌、甲氧基氫醌、叔丁基氫醌、2,5-二叔丁基氫醌、2,5-雙(1,1-二甲基丁基)氫醌、2,5-雙(1,1,3,3-四甲基丁基)氫醌、鄰苯二酚、叔丁基鄰苯二酚、4-甲氧基苯酚、連苯三酚、2,6-二叔丁基-4-甲基苯酚、2-萘酚、三(N-羥基-N-亞硝基苯基胺根合-O,O')鋁或其組合,但未必僅限於此。For example, hydroquinone compounds, catechol compounds or combinations thereof may include hydroquinone, methylhydroquinone, methoxyhydroquinone, tert-butylhydroquinone, 2,5-di-tert-butylhydroquinone , 2,5-bis(1,1-dimethylbutyl)hydroquinone, 2,5-bis(1,1,3,3-tetramethylbutyl)hydroquinone, catechol, tert-butyl Catechol, 4-methoxyphenol, pyrogallol, 2,6-di-tert-butyl-4-methylphenol, 2-naphthol, tris(N-hydroxy-N-nitrosobenzene Alumina-O,O')aluminum or combinations thereof, but not necessarily limited to this.

以100重量份的構成包括量子點及螢光染料的層或含量子點層(不包括螢光染料)的組分計,氫醌系化合物、鄰苯二酚系化合物或其組合可以分散體的形式使用,並且分散體形式的阻聚劑的含量可為0.001重量份至1重量份、例如0.01重量份至0.1重量份。當在上述範圍內包含穩定劑時,可解決室溫下老化的問題,並且可防止靈敏度降低及表面剝離。Based on 100 parts by weight of components constituting a layer including quantum dots and fluorescent dyes or a layer containing quantum dots (excluding fluorescent dyes), a hydroquinone-based compound, a catechol-based compound or a combination thereof may be a dispersion The content of the polymerization inhibitor in the form of dispersion may be 0.001 to 1 part by weight, such as 0.01 to 0.1 part by weight. When the stabilizer is included within the above range, the problem of aging at room temperature can be solved, and sensitivity reduction and surface peeling can be prevented.

除硫醇系添加劑及阻聚劑之外,含量子點層可包含:丙二酸;3-氨基-1,2-丙二醇;矽烷系耦合劑;流平劑;氟系表面活性劑;或其組合。In addition to thiol-based additives and polymerization inhibitors, the subdot-containing layer may include: malonic acid; 3-amino-1,2-propanediol; silane-based coupling agent; leveling agent; fluorine-based surfactant; or other combination.

另外,含量子點層可更包含具有例如羧基、甲基丙烯醯基、異氰酸酯基、環氧基及類似基團等反應性取代基的矽烷耦合劑以改善與基底的緊密接觸性質。In addition, the subdot-containing layer may further include a silane coupling agent having reactive substituents such as carboxyl groups, methacrylyl groups, isocyanate groups, epoxy groups and similar groups to improve the close contact properties with the substrate.

矽烷系偶合劑的實例可包括三甲氧基矽烷基苯甲酸、γ-甲基丙烯酸氧基丙基三甲氧基矽烷、乙烯基三乙醯氧基矽烷、乙烯基三甲氧基矽烷、γ-異氰酸酯丙基三乙氧基矽烷、γ-縮水甘油氧基丙基三甲氧基矽烷、β-(3,4-環氧環己基)乙基三甲氧基矽烷及類似物。這些矽烷偶合劑可單獨使用或以二者或更多者的混合物形式使用。Examples of the silane-based coupling agent may include trimethoxysilyl benzoic acid, γ-methacrylateoxypropyltrimethoxysilane, vinyltriacetyloxysilane, vinyltrimethoxysilane, γ-isocyanatepropyl triethoxysilane, γ-glycidoxypropyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane and the like. These silane coupling agents may be used alone or in a mixture of two or more.

以100重量份的構成含量子點層的組分計,矽烷耦合劑的含量可為0.01重量份至10重量份。當在所述範圍內包含矽烷耦合劑時,可改善緊密接觸性質、存儲性質及類似性質。The content of the silane coupling agent may be 0.01 to 10 parts by weight based on 100 parts by weight of the components constituting the subdot layer. When the silane coupling agent is included within the stated range, close contact properties, storage properties and the like can be improved.

另外,含量子點層可更包含例如氟系表面活性劑等表面活性劑,以改善塗布並在必要時防止缺陷。In addition, the subdot-containing layer may further contain surfactants such as fluorine-based surfactants to improve coating and prevent defects if necessary.

氟系表面活性劑的實例可為BM化學公司(BM Chemie Inc.)的BM-1000 ®及BM-1100 ®;大日本油墨化工有限公司(Dainippon Ink Kagaku Kogyo Co., Ltd.)的美佳法(MEGAFACE)F 142D ®、F 172 ®、F 173 ®及F 183 ®;住友3M有限公司(Sumitomo 3M Co., Ltd.)的弗洛拉德(FULORAD)FC-135 ®、弗洛拉德FC-170C ®、弗洛拉德FC-430 ®及弗洛拉德FC-431 ®;旭硝子玻璃有限公司(ASAHI Glass Co., Ltd.)的沙福隆(SURFLON)S-112 ®、沙福隆S-113 ®、沙福隆S-131 ®、沙福隆S-141 ®及沙福隆S-145 ®;以及東麗矽酮有限公司(Toray Silicone Co., Ltd.)的SH-28PA ®、SH-190 ®、SH-193 ®、SZ-6032 ®及SF-8428 ®及類似物;迪愛生有限公司(DIC Co., Ltd.)的F-482、F-484、F-478、F-554及類似物。 Examples of fluorine-based surfactants include BM-1000 ® and BM-1100 ® from BM Chemie Inc.; Mejifa from Dainippon Ink Kagaku Kogyo Co., Ltd. MEGAFACE) F 142D ® , F 172 ® , F 173 ® and F 183 ® ; Sumitomo 3M Co., Ltd.’s FULORAD FC-135 ® , FULORAD FC- 170C ® , Florad FC-430 ® and Florad FC-431 ® ; SURFLON S-112 ® and SURFLON S from ASAHI Glass Co., Ltd. -113 ® , Sulfon S-131 ® , Sulfon S-141 ® and Sulfon S-145 ® ; and Toray Silicone Co., Ltd.’s SH-28PA ® , SH-190 ® , SH-193 ® , SZ-6032 ® and SF-8428 ® and similar; F-482, F-484, F-478, F- from DIC Co., Ltd. 554 and similar.

以100重量份的構成含量子點層的組分計,氟系表面活性劑的含量可為0.001重量份至5重量份。當在所述範圍內包含氟系表面活性劑時,可確保玻璃基底上的優異潤濕性以及塗布均勻性,但無法產生污點。The content of the fluorine-based surfactant may be 0.001 to 5 parts by weight based on 100 parts by weight of the components constituting the subdot layer. When the fluorine-based surfactant is included within the above range, excellent wettability and coating uniformity on the glass substrate can be ensured, but stains cannot be generated.

另外,可在不損害物理性質的範圍內進一步向含量子點層中添加一定量的例如抗氧化劑及穩定劑等其他添加劑。In addition, a certain amount of other additives such as antioxidants and stabilizers can be further added to the quantum dot-containing layer within a range that does not impair the physical properties.

製造每個含量子點層的方法可包括通過噴墨噴射方法在基底上塗布包含上述組分及類似物的可固化組成物以形成圖案(S1);以及固化圖案(S2)。 S1 )圖案的形成 The method of manufacturing each subdot-containing layer may include coating a curable composition including the above components and the like on a substrate by an inkjet jetting method to form a pattern (S1); and curing the pattern (S2). ( S1 ) Pattern formation

以噴墨分散法將可固化組成物塗布在厚度為0.5 μm至10 μm的基底上。根據噴墨分散,可通過逐一重複分散所需顏色來形成圖案或同時分散所需顏色來形成圖案以簡化工藝。 S2 )固化 The curable composition is coated on a substrate with a thickness of 0.5 μm to 10 μm using an inkjet dispersion method. According to inkjet dispersion, the pattern can be formed by repeatedly dispersing the desired colors one by one or the pattern can be formed by dispersing the desired colors simultaneously to simplify the process. ( S2 ) Curing

通過固化所獲得的圖案,可獲得固化的樹脂膜。此時,熱固化工藝作為固化方法是優選的。熱固化工藝可為首先通過在大於或等於100℃的溫度下加熱3分鐘來移除可固化組成物中的溶劑,且然後通過在160℃至300℃的溫度下加熱(且更可取的是在180℃至250℃的溫度下加熱)30分鐘進行固化的工藝。By curing the obtained pattern, a cured resin film can be obtained. At this time, a thermal curing process is preferred as the curing method. The thermal curing process may be to first remove the solvent in the curable composition by heating at a temperature greater than or equal to 100°C for 3 minutes, and then by heating at a temperature of 160°C to 300°C (and more preferably at Curing process by heating at a temperature of 180°C to 250°C) for 30 minutes.

另外,每個含量子點層可在不進行噴墨的情況下製造。製造方法在此種情形中包括:在經過預定預處理的基底上使用合適的方法(例如,旋塗、輥塗、噴塗等)例如以0.5 μm至10 μm的厚度塗布包含上述組分的可固化組成物;以及用光照射所得物以形成濾色器所需的圖案。作為用於照射的光源,可使用UV、電子束或X光(X-ray),並且例如,可照射190 nm至450 nm、具體來說200 nm至400 nm範圍內的UV。在照射工藝中,可進一步使用光阻罩幕。在以這種方式執行照射工藝之後,用顯影溶液處理用光源照射的組成物層。此時,組成物層的未曝光部分被溶解以形成濾色器所需的圖案。通過根據所需顏色的數量重複這個工藝,可獲得具有期望圖案的濾色器。另外,當通過上述工藝中的顯影獲得的圖像圖案被再次加熱或通過用光化射線照射而固化時,可改善抗裂性及耐溶劑性。Additionally, each subdot-containing layer can be fabricated without inkjet. The manufacturing method in this case includes: coating a curable material containing the above-mentioned components on a predetermined pre-treated substrate using a suitable method (for example, spin coating, roller coating, spray coating, etc.), for example, at a thickness of 0.5 μm to 10 μm. the composition; and irradiating the resultant with light to form a pattern required for the color filter. As a light source for irradiation, UV, electron beam, or X-ray (X-ray) can be used, and for example, UV in the range of 190 nm to 450 nm, specifically 200 nm to 400 nm, can be irradiated. In the irradiation process, a photoresist mask can be further used. After the irradiation process is performed in this manner, the composition layer irradiated with the light source is treated with a developing solution. At this time, the unexposed portions of the composition layer are dissolved to form the desired pattern of the color filter. By repeating this process according to the number of colors required, a color filter with the desired pattern can be obtained. In addition, when the image pattern obtained by development in the above process is heated again or solidified by irradiation with actinic rays, crack resistance and solvent resistance can be improved.

可固化組成物可更包含溶劑。The curable composition may further include a solvent.

溶劑可包括以下的化合物:醇,例如甲醇、乙醇及類似物;二醇醚,例如乙二醇甲醚、乙二醇乙醚、丙二醇甲醚及類似物;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及類似物;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、二乙二醇單乙醚、二乙二醇二甲醚、二乙二醇甲基乙醚、二乙二醇二乙醚及類似物;丙二醇烷基醚乙酸酯,例如丙二醇單甲醚乙酸酯、丙二醇丙基醚乙酸酯及類似物;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-庚酮及類似物;飽和脂肪族單羧酸烷基酯,例如乙酸乙酯、乙酸正丁酯、乙酸異丁酯及類似物;乳酸烷基酯,例如乳酸甲酯、乳酸乙酯及類似物;羥基乙酸烷基酯,例如羥基乙酸甲酯、羥基乙酸乙酯、羥基乙酸丁酯及類似物;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、乙氧基乙酸乙酯及類似物;3-羥基丙酸烷基酯,例如3-羥基丙酸甲酯、3-羥基丙酸乙酯及類似物;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-乙氧基丙酸甲酯及類似物;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-羥基丙酸丙酯及類似物;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-乙氧基丙酸甲酯及類似物;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-甲基丙酸乙酯及類似物;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-甲基丙酸乙酯及類似物;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-甲基甲酯及類似物;或酮酸酯,例如丙酮酸乙酯及類似物。此外,也可使用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-甲基吡咯烷酮、二甲亞碸、苄基乙基醚、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、乙酸苄酯、苯甲酸乙酯、乙二酸二乙酯、順丁烯二酸二乙酯、γ-丁內酯、碳酸亞乙酯、碳酸亞丙酯、苯基溶纖劑乙酸酯(phenyl cellosolve acetate)、乙二酸二甲酯,但並非僅限於此。Solvents may include the following compounds: alcohols, such as methanol, ethanol and the like; glycol ethers, such as ethylene glycol methyl ether, ethylene glycol ethyl ether, propylene glycol methyl ether and the like; cellosolve acetates, such as methyl Cellosolve acetate, ethyl cellosolve acetate, diethyl cellosolve acetate and the like; carbitols such as methylethyl carbitol, diethyl carbitol, diethyl cellosolve Ethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ether, diethylene glycol diethyl ether and the like; propylene glycol alkyl ether acetates, such as propylene glycol Monomethyl ether acetate, propylene glycol propyl ether acetate and similar; 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 and the like; saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate, isobutyl acetate and the like; lactic acid alkanes Alkyl glycolates, such as methyl lactate, ethyl lactate and the like; alkyl glycolates, such as methyl glycolate, ethyl glycolate, butyl glycolate and the like; alkoxyalkyl acetates, such as methane Methyloxyacetate, ethylmethoxyacetate, butylmethoxyacetate, methylethoxyacetate, ethoxyethylacetate and the like; alkyl 3-hydroxypropionates, such as 3-hydroxypropionate Methyl propionate, ethyl 3-hydroxypropionate and the like; alkyl 3-alkoxypropionates, such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, 3- Ethyl ethoxypropionate, methyl 3-ethoxypropionate and the like; alkyl 2-hydroxypropionate, such as methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, 2-hydroxypropionate Propyl propionate and the like; alkyl 2-alkoxypropionates, such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, Methyl 2-ethoxypropionate and analogs; alkyl 2-hydroxy-2-methylpropionate, such as methyl 2-hydroxy-2-methylpropionate, 2-hydroxy-2-methylpropionate Acid ethyl esters and analogs; 2-alkoxy-2-methylpropionic acid alkyl esters, such as 2-methoxy-2-methylpropionic acid methyl ester, 2-ethoxy-2-methylpropionate Ethyl acid esters and the like; esters such as 2-hydroxyethyl propionate, 2-hydroxy-2-methylethyl propionate, hydroxyethyl acetate, 2-hydroxy-3-methylmethyl butyrate and the like substances; or ketoacid esters, such as ethyl pyruvate and the like. In addition, N-methylformamide, N,N-dimethylformamide, N-methylformaniline, N-methylacetamide, and N,N-dimethylacetamide can also be used , N-methylpyrrolidone, dimethylsulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, hexanoic acid, octanoic acid, 1-octanol, 1-nonanol, benzyl alcohol, acetic acid Benzyl ester, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, phenyl cellosolve acetate (phenyl cellosolve acetate), dimethyl oxalate, but not exclusively.

舉例來說,溶劑可可取地為二醇醚,例如乙二醇單乙醚、乙二醇甲基乙醚及類似物;乙二醇烷基醚乙酸酯,例如乙基溶纖劑乙酸酯及類似物;酯,例如丙酸2-羥基乙酯及類似物;卡必醇,例如二乙二醇單甲醚及類似物;丙二醇烷基醚乙酸酯,例如丙二醇單甲醚乙酸酯、丙二醇丙基醚乙酸酯及類似物;醇,例如乙醇及類似物;或其組合。For example, the solvent may desirably be a glycol ether such as ethylene glycol monoethyl ether, ethylene glycol methyl ethyl ether and the like; a glycol alkyl ether acetate such as ethyl cellosolve acetate and Analogs; Esters, such as 2-hydroxyethyl propionate and similar; Carbitol, such as diethylene glycol monomethyl ether and similar; Propylene glycol alkyl ether acetate, such as propylene glycol monomethyl ether acetate, Propylene glycol propyl ether acetate and the like; alcohols, such as ethanol and the like; or combinations thereof.

舉例來說,溶劑可包括丙二醇單甲醚乙酸酯、二丙二醇甲醚乙酸酯、乙醇、乙二醇二甲醚、乙二醇甲基乙醚、二乙二醇二甲醚、二甲基乙醯胺、2-丁氧基乙醇、N-甲基吡咯烷、N-乙基吡咯烷、碳酸亞丙酯、γ-丁內酯、乙二酸二甲酯或其組合。For example, the solvent may include propylene glycol monomethyl ether acetate, dipropylene glycol methyl ether acetate, ethanol, ethylene glycol dimethyl ether, ethylene glycol methyl ethyl ether, diethylene glycol dimethyl ether, dimethyl Acetamide, 2-butoxyethanol, N-methylpyrrolidine, N-ethylpyrrolidine, propylene carbonate, γ-butyrolactone, dimethyl oxalate or combinations thereof.

以可固化組成物的總量計,可包括餘量的溶劑。The balance of solvent may be included based on the total amount of curable composition.

在下文中,更詳細地參照實例示出本發明。然而,這些實例在任何意義上都不應被解釋為限制本發明的範圍。 (實例)(合成例) In the following, the invention is illustrated in more detail with reference to examples. However, these examples should not be construed in any sense as limiting the scope of the invention. (Example) (Synthesis example)

通過使用甲乙酮(methylethylketone,MEK)溶劑將每種化合物稀釋至10 ppm的濃度,並且使用紫外/可見(UV/VIS)分光光度計(拉姆達(Lamda)25,鉑金埃爾默公司(PerkinElmer,Inc.))測定了最大吸收波長。另外,根據比爾定律計算了消光係數。此外,測定了其中每個最大吸收波長處的吸收被減少至一半的半高寬(FWHM)(nm)。Each compound was diluted to a concentration of 10 ppm by using methylethylketone (MEK) solvent and measured using a UV/VIS spectrophotometer (Lamda 25, PerkinElmer, Inc.)) measured the maximum absorption wavelength. Additionally, the extinction coefficient was calculated based on Beer's law. Furthermore, the full width at half maximum (FWHM) (nm) was determined in which the absorption at each maximum absorption wavelength was reduced to half.

合成例 1 :由化學式 1-1-1 表示的化合物的合成[合成例1-1] Synthesis Example 1 : Synthesis of the compound represented by Chemical Formula 1-1-1 [Synthesis Example 1-1]

將6克(63.1 mmol)2,4-二甲基吡咯、1.9克(7.88 mmol)3,5-雙(三氟甲基)苯甲醛及40 ml二氯甲烷(dichloromethane,DCM)放入250 L圓底燒瓶中,且然後在室溫下攪拌了30分鐘。向其中滴加了0.1 ml三氟乙酸,且然後在室溫下攪拌了16小時。隨後,將通過將4.4克(7.88 mmol)2,3-二氯-5,6-二氰基-1,4-苯醌(2,3-dichloro-5,6-dicyano-1,4-benzoquinone,DDQ)溶解在50毫升甲苯中製成的溶液滴加至其中,且然後攪拌了4小時。在移除溶劑後,通過管柱色譜術用乙酸乙酯/己烷/TEA(20%/80%/0.2%)的混合溶液對殘留物進行了純化,並進行了乾燥。(產率:66%,2 g) [合成例1-2] Put 6 g (63.1 mmol) 2,4-dimethylpyrrole, 1.9 g (7.88 mmol) 3,5-bis(trifluoromethyl)benzaldehyde and 40 ml dichloromethane (DCM) into 250 L round bottom flask and then stirred at room temperature for 30 minutes. 0.1 ml of trifluoroacetic acid was added dropwise thereto, and then stirred at room temperature for 16 hours. Subsequently, 4.4 g (7.88 mmol) of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone was added , DDQ) dissolved in 50 ml of toluene was added dropwise thereto, and then stirred for 4 hours. After removal of the solvent, the residue was purified by column chromatography with a mixed solution of ethyl acetate/hexane/TEA (20%/80%/0.2%) and dried. (Yield: 66%, 2 g) [Synthesis Example 1-2]

在1 L的燒瓶中,將2克(4.83 mmol)合成例1-1的產物在240 ml的氯仿中進行攪拌。將0.43 g(2.41 mmol)的Co(OAc) 2溶解在200 ml的MeOH中。向其中加入了Co(OAc) 2/MeOH溶液,且然後一起攪拌。向其中加入了40 ml三乙胺,且然後通過在室溫下攪拌4小時進行反應。在移除反應物的溶劑後,向其中加入甲醇進行重結晶。從中過濾出微紅色粉末並進行了乾燥,合成了由化學式1-1-1表示的化合物。(產率:50%,1.1 g) [化學式1-1-1] [M+H] += 882 m/z In a 1 L flask, 2 g (4.83 mmol) of the product of Synthesis Example 1-1 was stirred in 240 ml of chloroform. Dissolve 0.43 g (2.41 mmol) of Co(OAc) in 200 ml of MeOH. A Co(OAc) 2 /MeOH solution was added and then stirred together. 40 ml of triethylamine was added thereto, and then the reaction was carried out by stirring at room temperature for 4 hours. After removing the solvent from the reactant, methanol was added thereto to perform recrystallization. The reddish powder was filtered out and dried, and the compound represented by Chemical Formula 1-1-1 was synthesized. (Yield: 50%, 1.1 g) [Chemical formula 1-1-1] [M+H] + = 882 m/z

合成例Synthesis example 22 :由化學式: From chemical formula 1-1-21-1-2 表示的化合物的合成The synthesis of the compound represented

除了使用Pd(OAc) 2代替Co(OAc) 2以外,以與合成例1中相同的方式合成了由化學式1-1-2表示的化合物。 [化學式1-1-2] [M+H] += 929 m/z The compound represented by Chemical Formula 1-1-2 was synthesized in the same manner as in Synthesis Example 1, except that Pd(OAc) 2 was used instead of Co(OAc) 2 . [Chemical formula 1-1-2] [M+H] + = 929 m/z

合成例 3 :由化學式 1-1-3 表示的化合物的合成[合成例3-1] Synthesis Example 3 : Synthesis of the compound represented by Chemical Formula 1-1-3 [Synthesis Example 3-1]

在氮氣氛圍下,將1 g(1.08 mmol)化學式1-1-1的材料溶解在20 ml二氯甲烷中。向其中加入了0.81 g(4.52 mmol)N-溴代琥珀醯亞胺,且然後在室溫下反應了4小時。對所得物進行了蒸餾並通過管柱法進行了分離,合成了由化學式1-1-3表示的化合物。 [化學式1-1-3] [M+H] += 1245 m/z Dissolve 1 g (1.08 mmol) of the material of chemical formula 1-1-1 in 20 ml of methylene chloride under a nitrogen atmosphere. 0.81 g (4.52 mmol) N-bromosuccinimide was added thereto, and then reacted at room temperature for 4 hours. The resultant was distilled and separated by a column method, and the compound represented by Chemical Formula 1-1-3 was synthesized. [Chemical formula 1-1-3] [M+H] + = 1245 m/z

比較合成例 1 :由化學式 C-1 表示的化合物的合成[比較合成例1-1] Comparative Synthesis Example 1 : Synthesis of the compound represented by Chemical Formula C-1 [Comparative Synthesis Example 1-1]

除了使用苯甲醛代替3,5-雙(三氟甲基)-苯甲醛之外,實行與合成例1-1中相同的工藝。 [比較合成例1-2] The same process as in Synthesis Example 1-1 was carried out except that benzaldehyde was used instead of 3,5-bis(trifluoromethyl)-benzaldehyde. [Comparative synthesis example 1-2]

向其中依次加入了2.5 g(5.9 mmol)比較合成例1-1中合成的中間體、1000 ml甲苯及2.5 ml(17.8 mmol)三乙醇胺,且然後進行了攪拌。向其中加入了3.7 ml(29.7 mmol)BF 3·Et 2O,且然後在100℃下攪拌了4小時。在從其中移除溶劑後,通過管柱色譜術用二氯甲烷/己烷/TEA (79.9%/19.9%/0.2%)的混合溶液對殘留物進行了純化,並進行了乾燥。 2.5 g (5.9 mmol) of the intermediate synthesized in Comparative Synthesis Example 1-1, 1000 ml of toluene, and 2.5 ml (17.8 mmol) of triethanolamine were sequentially added thereto, and then stirred. 3.7 ml (29.7 mmol) BF 3 ·Et 2 O was added thereto, and then stirred at 100° C. for 4 hours. After removing the solvent therefrom, the residue was purified by column chromatography with a mixed solution of methylene chloride/hexane/TEA (79.9%/19.9%/0.2%) and dried.

向其中加入了2.2 g(4.7 mmol)乾燥的化合物及100 ml二氯甲烷,且然後進行了攪拌。另外向其中加入了1.6 g(11.8 mmol)氯化鋁,且然後攪拌了5分鐘。隨後,將通過將2.1 g(18.8 mmol)鄰苯二酚溶解在10 ml乙腈中而製備的溶液加入至其中,且然後在室溫下攪拌30分鐘並進行洗滌,且在從中移除溶劑後,向其中加入了甲醇,且然後進行了攪拌。對其中沉澱的固體進行了過濾並乾燥,獲得了化學式C-1的化合物。(產率:50%,1.2 g) [化學式C-1] [M+H] += 395 m/z 2.2 g (4.7 mmol) of the dry compound and 100 ml of dichloromethane were added and then stirred. An additional 1.6 g (11.8 mmol) aluminum chloride was added and then stirred for 5 minutes. Subsequently, a solution prepared by dissolving 2.1 g (18.8 mmol) catechol in 10 ml acetonitrile was added thereto, and then stirred at room temperature for 30 minutes and washed, and after removing the solvent therefrom, Methanol was added thereto, and then stirred. The solid precipitated therein was filtered and dried to obtain a compound of chemical formula C-1. (Yield: 50%, 1.2 g) [Chemical Formula C-1] [M+H] + = 395 m/z

比較合成例Comparative synthesis example 22 :由化學式: From chemical formula C-2C-2 表示的化合物的合成The synthesis of the compound represented

除了使用吡咯代替2,4-二甲基吡咯之外,以與合成例1中相同的方式合成了化學式C-2的化合物。 [化學式C-2] [M+H] += 770 m/z The compound of Chemical Formula C-2 was synthesized in the same manner as in Synthesis Example 1 except that pyrrole was used instead of 2,4-dimethylpyrrole. [Chemical formula C-2] [M+H] + = 770 m/z

比較合成例Comparative synthesis example 33 :由化學式: From chemical formula C-3C-3 表示的化合物的合成The synthesis of the compound represented

除了使用Cu(OAc) 2代替Co(OAc) 2之外,以與合成例1中相同的方式合成了由化學式C-3表示的化合物。 [化學式C-3] [M+H] += 887 m/z The compound represented by Chemical Formula C-3 was synthesized in the same manner as in Synthesis Example 1, except that Cu(OAc) 2 was used instead of Co(OAc) 2 . [Chemical formula C-3] [M+H] + = 887 m/z

(評估(evaluate 11 :光譜一致性): Spectral consistency)

根據合成例1至合成例3以及比較合成例1至比較合成例3的化合物的最大吸收波長及半高寬(FWHM)示於表1中。參照表1,根據合成例1至合成例3以及比較合成例1的化合物具有在490 nm至515 nm範圍內的最大吸收波長,且同時具有小於或等於50 nm的半高寬(FWHM),這表明與根據比較合成例2及比較合成例3的化合物不同,可容易地控制光譜一致性。 [表1]   λ max(nm) 半高寬(FWHM)(nm) 合成例1 498 25 合成例2 490 26 合成例3 513 35 比較合成例1 507 20 比較合成例2 477 71 比較合成例3 458, 502 98 The maximum absorption wavelength and full width at half maximum (FWHM) of the compounds according to Synthesis Examples 1 to 3 and Comparative Synthesis Examples 1 to 3 are shown in Table 1. Referring to Table 1, the compounds according to Synthesis Examples 1 to 3 and Comparative Synthesis Example 1 have a maximum absorption wavelength in the range of 490 nm to 515 nm, and at the same time have a full width at half maximum (FWHM) of less than or equal to 50 nm, which is It was shown that unlike the compounds according to Comparative Synthesis Example 2 and Comparative Synthesis Example 3, the spectral consistency can be easily controlled. [Table 1] λ max (nm) Full width at half maximum (FWHM) (nm) Synthesis example 1 498 25 Synthesis example 2 490 26 Synthesis example 3 513 35 Comparative synthesis example 1 507 20 Comparative synthesis example 2 477 71 Comparative synthesis example 3 458, 502 98

(抗反射膜的製造)(Manufacture of anti-reflective film) 實例Example 11

將包括99重量份的丙烯酸正丁酯及1重量份的丙烯酸2-羥基乙酯的100重量份的單體混合物與150重量份的乙酸乙酯放入1 L的反應器中,反應器配備有冷凝器以方便地控制溫度,在所述反應器中回流氮氣,且在攪拌燒瓶的同時,向其中注入氮氣1小時,以用氮氣代替反應器中的氧氣,且然後將反應器保持在70℃。向其中加入0.06重量份的作為引發劑的2,2’-偶氮二異丁腈,且然後反應8小時以製備含有(甲基)丙烯酸共聚物的溶液。(甲基)丙烯酸共聚物的Tg為-46℃,且重量平均分子量為1,100,000 g/mol。隨後,向其中加入了乙酸乙酯,由此製備19.4重量%的(甲基)丙烯酸共聚物溶液。以100重量份的(甲基)丙烯酸共聚物的固體含量計,將0.193重量份的基於XDI的異氰酸酯系交聯劑(固體含量為75%,TD-75,創研化學有限公司(Soken Chemical Co., Ltd.))、作為矽烷耦合劑的0.154重量份的3-縮水甘油氧丙基三甲氧基矽烷(KBM-403,信越化學公司(ShinEtsu Chemical Co.))、以及0.06重量份的根據合成例1的化合物(由化學式1-1-1表示)混合。隨後,向其中加入25重量份的甲基乙基酮以製備黏著層組成物。100 parts by weight of the monomer mixture including 99 parts by weight of n-butyl acrylate and 1 part by weight of 2-hydroxyethyl acrylate and 150 parts by weight of ethyl acetate were put into a 1 L reactor equipped with Condenser to conveniently control the temperature, reflux nitrogen in the reactor, and while stirring the flask, inject nitrogen into it for 1 hour to replace the oxygen in the reactor with nitrogen, and then maintain the reactor at 70°C . 0.06 parts by weight of 2,2'-azobisisobutyronitrile as an initiator was added thereto, and then reacted for 8 hours to prepare a solution containing a (meth)acrylic acid copolymer. The (meth)acrylic acid copolymer has a Tg of -46°C and a weight average molecular weight of 1,100,000 g/mol. Subsequently, ethyl acetate was added thereto, thereby preparing a 19.4% by weight (meth)acrylic acid copolymer solution. Based on 100 parts by weight of the solid content of the (meth)acrylic acid copolymer, 0.193 parts by weight of an XDI-based isocyanate cross-linking agent (75% solid content, TD-75, Soken Chemical Co., Ltd. ., Ltd.)), 0.154 parts by weight of 3-glycidoxypropyltrimethoxysilane (KBM-403, ShinEtsu Chemical Co.) as a silane coupling agent, and 0.06 parts by weight of synthesized according to The compound of Example 1 (represented by Chemical Formula 1-1-1) was mixed. Subsequently, 25 parts by weight of methyl ethyl ketone was added thereto to prepare an adhesive layer composition.

用刮棒塗布機將黏著層組成物直接塗布在作為抗反射層(通過在PET膜的上表面上依次堆疊硬塗層、高折射層及低折射層而形成的抗反射層,反射率:0.2%,DNP,LLC)的基礎膜的PET膜的底表面上,且然後在90℃烘箱中乾燥4分鐘以形成20 μm厚的抗反射膜。 實例 2 Use a bar coater to directly apply the adhesive layer composition as an anti-reflective layer (an anti-reflective layer formed by sequentially stacking a hard coat layer, a high refractive layer and a low refractive layer on the upper surface of the PET film. Reflectivity: 0.2 %, DNP, LLC) on the bottom surface of the PET film as a base film, and then dried in a 90°C oven for 4 minutes to form a 20 μm thick anti-reflective film. Example 2

除了使用合成例2的化合物(由化學式1-1-2表示)代替合成例1的化合物(由化學式1-1-1表示)之外,根據與實例1相同的方法形成了抗反射膜。 實例 3 An antireflection film was formed according to the same method as Example 1, except that the compound of Synthesis Example 2 (represented by Chemical Formula 1-1-2) was used instead of the compound of Synthesis Example 1 (represented by Chemical Formula 1-1-1). Example 3

除了使用合成例3的化合物(由化學式1-1-3表示)代替合成例1的化合物(由化學式1-1-1表示)之外,根據與實例1相同的方法形成了抗反射膜。 比較例 1 An antireflection film was formed according to the same method as Example 1, except that the compound of Synthesis Example 3 (represented by Chemical Formula 1-1-3) was used instead of the compound of Synthesis Example 1 (represented by Chemical Formula 1-1-1). Comparative example 1

除了使用比較合成例1的化合物(由化學式C-1表示)代替合成例1的化合物(由化學式1-1-1表示)之外,根據與實例1相同的方法形成了抗反射膜。An antireflection film was formed according to the same method as Example 1, except that the compound of Comparative Synthesis Example 1 (represented by Chemical Formula C-1) was used instead of the compound of Synthesis Example 1 (represented by Chemical Formula 1-1-1).

(評估(evaluate 22 :耐光性可靠性): Lightfastness reliability)

為評估用於通過施加量子點形成的面板的膜的耐光性可靠性是否得到改善,製造了光學構件(通過在一個表面上具有含量子點層的玻璃的另一表面上堆疊抗反射膜來製造),且然後,通過在氙試驗箱(Q-SUN)中在[光源燈:氙燈,照射強度:0.35 W/cm 2,照射溫度:63℃,照射時間:500小時,以及照射方向:從抗反射膜照射]的條件下照射前後測定550 nm波長下的透光率、並使用透光率的變化而對耐光性可靠性進行了評估,且結果如表2所示。透光率變化量(ΔT%)是照射前的透光率變化量與照射後的透光率變化量的差的絕對值。 [表2]   耐光性可靠性 實例1 實例2 實例3 比較例1 X (耐光性可靠性的評估標準) ○:透光率變化量(ΔT%)為5%或小於5% X:透光率變化量(ΔT%)超過5% To evaluate whether the light resistance reliability of films used for panels formed by applying quantum dots is improved, optical members (manufactured by stacking an antireflection film on one surface of glass with a quantum dot-containing layer on the other surface) were fabricated ), and then, by testing in a xenon test chamber (Q-SUN) [light source lamp: xenon lamp, irradiation intensity: 0.35 W/cm 2 , irradiation temperature: 63°C, irradiation time: 500 hours, and irradiation direction: from the anti- [Reflective Film Irradiation] The light transmittance at a wavelength of 550 nm was measured before and after irradiation, and the light resistance reliability was evaluated using the change in light transmittance. The results are shown in Table 2. The amount of change in light transmittance (ΔT%) is the absolute value of the difference between the amount of change in light transmittance before irradiation and the amount of change in light transmittance after irradiation. [Table 2] Light fastness reliability Example 1 Example 2 Example 3 Comparative example 1 X (Evaluation criteria for light resistance reliability) ○: Change in light transmittance (ΔT%) is 5% or less X: Change in light transmittance (ΔT%) exceeds 5%

參照表1及表2,相比於比較例1至比較例3,實例1至實例3表現出改善的耐光性可靠性。具體來說,可容易地對在比較例1中原樣使用的根據比較合成例1的化合物的光譜一致性進行控制,但當應用於抗反射膜時,相比於根據實施例的化合物(由化學式1表示)也應用於抗反射膜時,耐光性可靠性大大劣化。換句話說,應用根據實施例的染料化合物的抗反射膜及含量子點的顯示裝置有效地吸收藍色長波長區域及綠色短波長區域中的光,且因此改善了量子點應用面板的顏色再現性。具體來說,對於傳統的LCD面板來說,在耐光性測試中,通過在特定條件下測定特定時間段後的最大吸收波長下的顏料保留率來評估耐光性,但由於在特定條件下特定時間段後最大吸收波長本身發生了變化,且此外顏料保留率作為評估耐光性的指示計存在爭議。因此,在本申請中,通過使用照射前後特定波長下透光率的變化來評估耐光性可靠性。Referring to Table 1 and Table 2, Examples 1 to 3 showed improved light resistance reliability compared to Comparative Examples 1 to 3. Specifically, the spectral consistency of the compound according to Comparative Synthesis Example 1 used as it is in Comparative Example 1 can be easily controlled, but when applied to the antireflection film, compared to the compound according to Example (from the chemical formula 1 indicates) is also applied to anti-reflective films, the light resistance reliability is greatly deteriorated. In other words, the antireflection film and the quantum dot-containing display device applying the dye compound according to the embodiment effectively absorb light in the blue long wavelength region and the green short wavelength region, and therefore improve the color reproduction of the quantum dot application panel sex. Specifically, for traditional LCD panels, in the lightfastness test, the lightfastness is evaluated by measuring the pigment retention rate at the maximum absorption wavelength after a specific period of time under specific conditions, but due to the specific time under specific conditions The maximum absorption wavelength itself changes after this period, and in addition pigment retention is controversial as an indicator of lightfastness. Therefore, in this application, the light resistance reliability is evaluated by using the change in light transmittance at specific wavelengths before and after irradiation.

儘管已結合當前被視為實用實例性實施例者闡述了本發明,然而應理解本發明不限於所公開的實施例,而是相反,旨在涵蓋隨附申請專利範圍的精神及範圍內所包括的各種修改及等效布置。因此,應理解上述實施例為示例性的,而不以任何方式限制本發明。While the invention has been described in connection with what are presently considered practical exemplary embodiments, it is to be understood that the invention is not limited to the disclosed embodiments but, on the contrary, is intended to be encompassed within the spirit and scope of the appended claims. Various modifications and equivalent arrangements. Therefore, it should be understood that the above-described embodiments are exemplary and do not limit the invention in any way.

10:藍色光源 20:含量子點層 30:濾色器 40:基底 50:黏著層 60:含染料層 70:抗反射層 80:抗反射膜 100:顯示裝置 10:Blue light source 20:Content subdot layer 30:Color filter 40: Base 50:Adhesive layer 60: Dye-containing layer 70:Anti-reflective layer 80:Anti-reflective film 100:Display device

圖1及圖2是各自獨立示出根據實施例的抗反射膜的示意圖。 圖3及圖4是各自獨立示出根據實施例的顯示裝置的示意圖。 圖5是示出根據合成例1、比較合成例2及比較合成例3的化合物的吸光度隨著波長變化的曲線圖。 1 and 2 are schematic diagrams each independently showing an anti-reflection film according to an embodiment. 3 and 4 are schematic diagrams each independently showing a display device according to an embodiment. 5 is a graph showing changes in absorbance with wavelength of compounds according to Synthesis Example 1, Comparative Synthesis Example 2, and Comparative Synthesis Example 3.

50:黏著層 50:Adhesive layer

70:抗反射層 70:Anti-reflective layer

80:抗反射膜 80:Anti-reflective film

Claims (18)

一種由化學式1表示的化合物:
Figure 111123235-A0305-02-0058-1
其中,在化學式1中,R1及R2各自獨立地為經鹵素取代的C1至C20烷基,R3至R6各自獨立地為氫原子、鹵素、氰基、*-C(=O)OR'或*-C(=O)NR"R''',其中R'為經取代或未經取代的C1至C15烷基,且R"及R'''各自獨立地為氫原子或者經取代或未經取代的C1至C15烷基,R7至R14各自獨立的為羥基、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、經取代或未經取代的C1至C20烷氧基、經取代或未經取代的C6至C20芳基或者經取代或未經取代的C2至C20雜環烷基, M為Zn、Ag、Ti、Pt、Co、Fe、Ni或Pd,且n1及n2各自獨立地為2的整數。
A compound represented by Chemical Formula 1:
Figure 111123235-A0305-02-0058-1
Wherein, in Chemical Formula 1, R 1 and R 2 are each independently a C1 to C20 alkyl group substituted by halogen, and R 3 to R 6 are each independently a hydrogen atom, halogen, cyano group, *-C (=O) OR' or *-C(=O)NR"R''', where R' is a substituted or unsubstituted C1 to C15 alkyl group, and R" and R''' are each independently a hydrogen atom or Substituted or unsubstituted C1 to C15 alkyl, R 7 to R 14 are each independently hydroxyl, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl, Substituted or unsubstituted C1 to C20 alkoxy, substituted or unsubstituted C6 to C20 aryl or substituted or unsubstituted C2 to C20 heterocycloalkyl, M is Zn, Ag, Ti, Pt, Co, Fe, Ni or Pd, and n1 and n2 are each independently an integer of 2.
如請求項1所述的化合物,其中化學式1由化學式1-1表示:
Figure 111123235-A0305-02-0059-2
其中,在化學式1-1中,R1及R2各自獨立地為經鹵素取代的C1至C20烷基,R3至R6各自獨立地為氫原子、鹵素、氰基、*-C(=O)OR'或*-C(=O)NR"R''',其中R'是經取代或未經取代的C1至C15烷基,且R"及R'''各自獨立地為氫原子或經取代或未經取代的C1至C15烷基,R7至R14各自獨立地為羥基、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、經取代或未經取代 的C1至C20烷氧基、經取代或未經取代的C6至C20芳基或者經取代或未經取代的C2至C20雜環烷基,且M為Zn、Ag、Ti、Pt、Co、Fe、Ni或Pd。
The compound as claimed in claim 1, wherein Chemical Formula 1 is represented by Chemical Formula 1-1:
Figure 111123235-A0305-02-0059-2
Wherein, in Chemical Formula 1-1, R 1 and R 2 are each independently a C1 to C20 alkyl group substituted by halogen, and R 3 to R 6 are each independently a hydrogen atom, halogen, cyano group, *-C(= O)OR' or *-C(=O)NR"R''', where R' is a substituted or unsubstituted C1 to C15 alkyl group, and R" and R''' are each independently a hydrogen atom Or substituted or unsubstituted C1 to C15 alkyl, R 7 to R 14 are each independently hydroxyl, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C20 heterocycloalkyl group, and M is Zn, Ag , Ti, Pt, Co, Fe, Ni or Pd.
如請求項1所述的化合物,其中R3至R6各自獨立地為鹵素、氰基、*-C(=O)OR'或*-C(=O)NR"R''',其中R'是經取代或未經取代的C1至C15烷基,且R"及R'''各自獨立地為氫原子或經取代或未經取代的C1至C15烷基。 The compound of claim 1, wherein R 3 to R 6 are each independently halogen, cyano, *-C(=O)OR' or *-C(=O)NR"R''', wherein R ' is a substituted or unsubstituted C1 to C15 alkyl group, and R" and R''' are each independently a hydrogen atom or a substituted or unsubstituted C1 to C15 alkyl group. 如請求項3所述的化合物,其中R3至R6各自獨立地為鹵素。 The compound of claim 3, wherein R 3 to R 6 are each independently halogen. 如請求項1所述的化合物,其中R7至R14各自獨立地為經取代或未經取代的C1至C20烷基。 The compound of claim 1, wherein R 7 to R 14 are each independently a substituted or unsubstituted C1 to C20 alkyl group. 如請求項1所述的化合物,其中所述化合物由選自化學式1-1-1至化學式1-1-3中的任一者表示:
Figure 111123235-A0305-02-0061-3
Figure 111123235-A0305-02-0061-4
Figure 111123235-A0305-02-0061-5
The compound of claim 1, wherein the compound is represented by any one selected from Chemical Formula 1-1-1 to Chemical Formula 1-1-3:
Figure 111123235-A0305-02-0061-3
Figure 111123235-A0305-02-0061-4
Figure 111123235-A0305-02-0061-5
如請求項1所述的化合物,其中由化學式1表示的所述化合物在400nm至520nm處表現出吸收波長,且在所述吸收波長的480nm至520nm處具有最大吸收波長。 The compound of claim 1, wherein the compound represented by Chemical Formula 1 exhibits an absorption wavelength at 400 nm to 520 nm, and has a maximum absorption wavelength at 480 nm to 520 nm of the absorption wavelength. 如請求項1所述的化合物,其中所述化合物是染料。 The compound of claim 1, wherein the compound is a dye. 一種組成物,包括如請求項1至8中的任一項所述的化合物。 A composition comprising a compound as described in any one of claims 1 to 8. 一種抗反射膜,包含如請求項1至8中的任一項所述的化合物。 An anti-reflective film comprising the compound described in any one of claims 1 to 8. 如請求項10所述的抗反射膜,其中所述抗反射膜包括黏著層及在所述黏著層上的抗反射層,且所述化合物包含在所述黏著層中。 The anti-reflective film according to claim 10, wherein the anti-reflective film includes an adhesive layer and an anti-reflective layer on the adhesive layer, and the compound is included in the adhesive layer. 如請求項10所述的抗反射膜,其中所述抗反射膜包括黏著層、含染料層及在所述含染料層上的抗反射層,且所述化合物包含在所述含染料層中。 The anti-reflective film according to claim 10, wherein the anti-reflective film includes an adhesive layer, a dye-containing layer and an anti-reflective layer on the dye-containing layer, and the compound is included in the dye-containing layer. 一種顯示裝置,包括如請求項10所述的抗反射膜。 A display device including the anti-reflective film according to claim 10. 如請求項13所述的顯示裝置,其中所述顯示裝置更包括含量子點層。 The display device of claim 13, wherein the display device further includes a quantum dot-containing layer. 如請求項14所述的顯示裝置,其中所述顯示裝置更包括光源、濾色器及基底。 The display device of claim 14, wherein the display device further includes a light source, a color filter and a substrate. 如請求項15所述的顯示裝置,其中所述含量子點層設置在所述光源上,所述濾色器設置在所述含量子點層上,所述基底設置在所述濾色器上,且所述抗反射膜設置在所述基底上。 The display device of claim 15, wherein the subdot-containing layer is provided on the light source, the color filter is provided on the subdot-containing layer, and the substrate is provided on the color filter , and the anti-reflective film is disposed on the substrate. 如請求項15所述的顯示裝置,其中所述光源是白色光源或藍色光源。 The display device of claim 15, wherein the light source is a white light source or a blue light source. 如請求項15所述的顯示裝置,其中所述基底包括玻璃基底。 The display device of claim 15, wherein the substrate includes a glass substrate.
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