TW201615761A - Red color dye compound and red color dye composition - Google Patents

Red color dye compound and red color dye composition Download PDF

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Publication number
TW201615761A
TW201615761A TW103136648A TW103136648A TW201615761A TW 201615761 A TW201615761 A TW 201615761A TW 103136648 A TW103136648 A TW 103136648A TW 103136648 A TW103136648 A TW 103136648A TW 201615761 A TW201615761 A TW 201615761A
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red dye
formula
dye composition
substrate
polar
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TW103136648A
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Chinese (zh)
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黃群祐
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臺唐工業股份有限公司
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Priority to TW103136648A priority Critical patent/TW201615761A/en
Priority to CN201510687946.4A priority patent/CN105542507A/en
Publication of TW201615761A publication Critical patent/TW201615761A/en

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C09B1/285Dyes with no other substituents than the amino groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0083Solutions of dyes
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B26/00Optical devices or arrangements for the control of light using movable or deformable optical elements
    • G02B26/004Optical devices or arrangements for the control of light using movable or deformable optical elements based on a displacement or a deformation of a fluid
    • G02B26/005Optical devices or arrangements for the control of light using movable or deformable optical elements based on a displacement or a deformation of a fluid based on electrowetting

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)

Abstract

A red color dye compound used for an electrowetting display device is provided. The red color dye compound is represented by (Formula 1): wherein X, Y are each independently represented as a hydrogen atom, substituted or nonsubstituted alkyl group having 2 to 20 carbon atoms, R1, R2 are each independently represented as a hydrogen atom or -NHCnH2n+1, R1, R2 may be the same or different.

Description

紅色染料化合物及紅色染料組成物 Red dye compound and red dye composition

本發明是有關於一種紅色染料化合物及紅色染料組成物,且特別是有關於一種用於電濕潤顯示裝置之紅色染料化合物及紅色染料組成物。 The present invention relates to a red dye compound and a red dye composition, and more particularly to a red dye compound and a red dye composition for use in an electrowetting display device.

近年來,電子紙(E-paper)與電子書(E-book)正蓬勃發展,具有更輕薄與可撓曲特性的顯示器將成為未來主要發展的趨勢。電濕潤顯示器(Electrowetting Display Device,EWD)則是一種可應用在電子書以及電子紙的顯示面板。 In recent years, electronic paper (E-paper) and e-book (E-book) are booming, and displays with thinner and more flexible characteristics will become the main development trend in the future. Electrowetting Display Device (EWD) is a display panel that can be applied to e-books and electronic paper.

一般而言,電濕潤顯示器包括上電極、下電極以及夾於兩電極之間的極性流體以及非極性流體。電濕潤顯示器的操作方法是,當未施加電壓時,油墨層(非極性流體)佈滿畫素單元。如此可使入射光被反射層反射而呈現亮態。另外,當欲使畫素單元呈現亮態時,則對其上下兩電極施加電壓,以使油墨層收縮在所述畫素區域的邊緣,進而露出位於油墨層下方的反射層。如此可使 入射光被反射層反射而呈現亮態。 In general, an electrowetting display includes an upper electrode, a lower electrode, and a polar fluid sandwiched between the electrodes and a non-polar fluid. The electrowetting display is operated by the ink layer (non-polar fluid) being filled with the pixel unit when no voltage is applied. This allows the incident light to be reflected by the reflective layer to assume a bright state. In addition, when the pixel unit is to be in a bright state, a voltage is applied to the upper and lower electrodes to shrink the ink layer at the edge of the pixel region, thereby exposing the reflective layer under the ink layer. So that The incident light is reflected by the reflective layer to present a bright state.

另一方面,若欲使電濕潤顯示器顯示彩色影像,一般會在電濕潤顯示器的油墨層中混入彩色染料。當未施加電壓於上下電極時,混有彩色染料的油墨層佈滿畫素單元,可使入射光穿透過混有彩色染料的油墨層而使所述畫素單元呈現彩色影像。反之,當欲使畫素單元呈現暗態時,則對其上下兩電極施加電壓,以使油墨層收縮到所述畫素區域的邊緣。然而,傳統彩色染料的耐日光牢度(light fastness)不佳,且必需經過繁複的純化過程才可使用,使得彩色電濕潤顯示器之發展仍有許多可改善之處。 On the other hand, if the electrowetting display is to display a color image, a color dye is generally mixed in the ink layer of the electrowetting display. When no voltage is applied to the upper and lower electrodes, the ink layer mixed with the color dye is covered with the pixel unit, and the incident light is allowed to penetrate the ink layer mixed with the color dye to cause the pixel unit to present a color image. On the other hand, when the pixel unit is to be in a dark state, a voltage is applied to the upper and lower electrodes to shrink the ink layer to the edge of the pixel region. However, conventional color dyes have poor light fastness and must be subjected to complicated purification processes, so that there are still many improvements in the development of color electrowetting displays.

本發明提供一種紅色染料化合物,其具有高耐日光牢度。 The present invention provides a red dye compound which has high light fastness.

本發明提供一種紅色染料組成物,其包括上述紅色染料化合物,且此紅色染料組成物可具有高耐日光牢度。 The present invention provides a red dye composition comprising the above red dye compound, and the red dye composition can have high light fastness.

本發明提出一種紅色染料化合物,用於電濕潤顯示裝置,此紅色染料化合物由化學式(式1)表示: 其中X、Y各自獨立地表示氫原子、碳數2~20的經取代或未經取代烷基,R1、R2各自獨立地表示氫原子或-NHCnH2n+1,n為 正整數,R1、R2可以相同也可以不相同。 The present invention provides a red dye compound for use in an electrowetting display device, the red dye compound being represented by the chemical formula (Formula 1): Wherein X and Y each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, and R 1 and R 2 each independently represent a hydrogen atom or -NHC n H 2n+1 , and n is a positive integer. , R 1, R 2 may be the same or different.

本發明提出一種紅色染料組成物,用於電濕潤顯示裝置,此紅色染料組成物包括紅色染料化合物以及至少一非極性或低極性溶劑。上述紅色染料化合物由化學式(式1)表示: 其中X、Y各自獨立地表示氫原子、碳數2~20的經取代或未經取代烷基,R1、R2各自獨立地表示氫原子或-NHCnH2n+1,n為正整數,R1、R2可以相同也可以不相同。 The present invention provides a red dye composition for use in an electrowetting display device comprising a red dye compound and at least one non-polar or low-polar solvent. The above red dye compound is represented by the chemical formula (Formula 1): Wherein X and Y each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, and R 1 and R 2 each independently represent a hydrogen atom or -NHC n H 2n+1 , and n is a positive integer. R 1 and R 2 may be the same or different.

本發明提出另一種紅色染料組成物,用於電濕潤顯示裝置,此紅色染料組成物包括紅色染料化合物以及由化學式(式2)或(式3)表示的化合物中之至少一者: 。上述紅色染料化合物由化學式(式1)表示: 其中X、Y各自獨立地表示氫原子、碳數2~20的經取代或未經取代烷基,R1、R2各自獨立地表示氫原子或-NHCnH2n+1,n為正整數,R1、R2可以相同也可以不相同。 The present invention proposes another red dye composition for an electrowetting display device comprising a red dye compound and at least one of the compounds represented by the chemical formula (Formula 2) or (Formula 3): . The above red dye compound is represented by the chemical formula (Formula 1): Wherein X and Y each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, and R 1 and R 2 each independently represent a hydrogen atom or -NHC n H 2n+1 , and n is a positive integer. R 1 and R 2 may be the same or different.

基於上述,根據本發明一實施例的由化學式(式1)表示之紅色染料化合物具有高耐日光牢度。此外,將此紅色染料化合物搭配由化學式(式2)或(式3)表示的化合物中之至少一者使用,可使應用此紅色染料組成物之電濕潤顯示裝置更符合NTSC制定的色域標準。 Based on the above, the red dye compound represented by the chemical formula (Formula 1) according to an embodiment of the present invention has high light fastness. Further, by using the red dye compound in combination with at least one of the compounds represented by the chemical formula (Formula 2) or (Formula 3), the electrowetting display device to which the red dye composition is applied can more conform to the color gamut standard established by NTSC. .

為讓本發明的上述特徵和優點能更明顯易懂,下文特舉實施例,並配合所附圖式作詳細說明如下。 The above described features and advantages of the invention will be apparent from the following description.

100‧‧‧第一基板 100‧‧‧First substrate

102、202‧‧‧基板 102, 202‧‧‧ substrate

104、204‧‧‧電極層 104, 204‧‧‧ electrode layer

106‧‧‧介電層 106‧‧‧Dielectric layer

108‧‧‧疏水層 108‧‧‧hydrophobic layer

110‧‧‧親水隔牆結構 110‧‧‧Hydrophilic partition wall structure

112‧‧‧單元區域 112‧‧‧Unit area

130‧‧‧極性溶液層 130‧‧‧Polar solution layer

140‧‧‧非極性彩色溶液層 140‧‧‧Non-polar color solution layer

150‧‧‧密封膠 150‧‧‧Sealing adhesive

200‧‧‧第二基板 200‧‧‧second substrate

圖1是根據本發明一實施例之電濕潤顯示裝置的剖面示意圖。 1 is a schematic cross-sectional view of an electrowetting display device in accordance with an embodiment of the present invention.

圖1是根據本發明一實施例之電濕潤顯示裝置的剖面示 意圖。請參照圖1,本實施例之電濕潤顯示裝置包括第一基板100、第二基板200、極性溶液層130以及非極性彩色溶液層140。 1 is a cross-sectional view of an electrowetting display device in accordance with an embodiment of the present invention intention. Referring to FIG. 1 , the electrowetting display device of the embodiment includes a first substrate 100 , a second substrate 200 , a polar solution layer 130 , and a non-polar color solution layer 140 .

第一基板100與第二基板200彼此相對向設置。在本實施例中,第一基板100包括基板102、電極層104、介電層106、疏水層108以及親水隔牆結構110。 The first substrate 100 and the second substrate 200 are disposed opposite to each other. In the present embodiment, the first substrate 100 includes a substrate 102, an electrode layer 104, a dielectric layer 106, a hydrophobic layer 108, and a hydrophilic partition structure 110.

基板102主要是作為承載顯示裝置之用,基板102可為透明基板,其材質例如是玻璃、石英或有機聚合物。基板102也可以是反射基板。另外,基板102可以是硬質基板也可以是軟質基板。 The substrate 102 is mainly used as a bearing display device, and the substrate 102 may be a transparent substrate made of, for example, glass, quartz or an organic polymer. The substrate 102 may also be a reflective substrate. Further, the substrate 102 may be a rigid substrate or a flexible substrate.

電極層104位於基板102之一側。在本實施例中,電極層104包括多個主動元件與主動元件電性連接的畫素電極以構成畫素陣列層。在其他實施例中,電極層104可為單純的被動電極圖案。此外,電極層104可包括具有高反射性質之金屬材料。倘若電極層104是使用透明導電材料,則電極層104之下方可進一步設置一層反射層。 The electrode layer 104 is located on one side of the substrate 102. In this embodiment, the electrode layer 104 includes a plurality of pixel electrodes electrically connected to the active device to form a pixel array layer. In other embodiments, electrode layer 104 can be a simple passive electrode pattern. Further, the electrode layer 104 may include a metal material having high reflective properties. If the electrode layer 104 is a transparent conductive material, a reflective layer may be further disposed under the electrode layer 104.

介電層106位於電極層104上。介電層106之材質可為氧化矽、氮化矽或是其他介電材料。 Dielectric layer 106 is on electrode layer 104. The material of the dielectric layer 106 may be tantalum oxide, tantalum nitride or other dielectric materials.

疏水層108位於介電層106上。在本實施例中,形成疏水層108之方法可為對介電層106之表面進行疏水表面處理,以將介電層106之表面進行疏水改質而形成疏水層108。根據另一實施例,形成疏水層108之方法可為直接在介電層106上進行塗佈程序、鍍膜程序或是沈積程序,以形成疏水層108。 The hydrophobic layer 108 is on the dielectric layer 106. In the present embodiment, the method of forming the hydrophobic layer 108 may be to perform a hydrophobic surface treatment on the surface of the dielectric layer 106 to hydrophobically modify the surface of the dielectric layer 106 to form the hydrophobic layer 108. According to another embodiment, the method of forming the hydrophobic layer 108 may be a coating process, a coating process, or a deposition process directly on the dielectric layer 106 to form the hydrophobic layer 108.

親水隔牆結構110是位於疏水層108上,以於第一基板100上定義出多個單元區域112。所述單元區域112是對應一個顯示畫素單元。因此,若第一基板100之電極層104為畫素陣列層,則每一單元區域112內之電極層104是對應設置有至少一主動元件以及至少一畫素電極。 The hydrophilic partition structure 110 is located on the hydrophobic layer 108 to define a plurality of unit regions 112 on the first substrate 100. The unit area 112 is a corresponding display pixel unit. Therefore, if the electrode layer 104 of the first substrate 100 is a pixel array layer, the electrode layer 104 in each unit region 112 is correspondingly provided with at least one active component and at least one pixel electrode.

另外,第二基板200包括基板202以及電極層204。第二基板200也可稱為對向基板。第二基板200之基板202可為玻璃、石英或是有機聚合物基板。基板202可以是硬質基板也可以是軟質基板。 In addition, the second substrate 200 includes a substrate 202 and an electrode layer 204. The second substrate 200 may also be referred to as a counter substrate. The substrate 202 of the second substrate 200 may be glass, quartz or an organic polymer substrate. The substrate 202 may be a rigid substrate or a flexible substrate.

電極層204位於基板202之一側。電極層204也可稱為對向電極。因此,電極層204與電極層104是用來操控位於第一基板100與第二基板200之間的液體層,藉以達到顯示的目的。一般來說,電極層204可為透明電極層,其材質包括金屬氧化物,例如是銦錫氧化物或銦鋅氧化物等。 The electrode layer 204 is located on one side of the substrate 202. Electrode layer 204 can also be referred to as a counter electrode. Therefore, the electrode layer 204 and the electrode layer 104 are used to manipulate the liquid layer between the first substrate 100 and the second substrate 200 for display purposes. Generally, the electrode layer 204 may be a transparent electrode layer, and the material thereof includes a metal oxide such as indium tin oxide or indium zinc oxide.

另外,在第一基板100與第二基板200之間更包括密封膠150,以將第一基板100與第二基板200黏著在一起,並於第一基板100與第二基板200之間構成一容納空間。 In addition, a sealant 150 is further disposed between the first substrate 100 and the second substrate 200 to adhere the first substrate 100 and the second substrate 200 together, and form a gap between the first substrate 100 and the second substrate 200. Accommodate space.

極性溶液層130位於第一基板100與第二基板200之間。更詳細來說,極性溶液層130是位於第一基板100與第二基板200之間的容納空間內。極性溶液層130可為水或其他極性液體。 The polar solution layer 130 is located between the first substrate 100 and the second substrate 200. In more detail, the polar solution layer 130 is located in the accommodation space between the first substrate 100 and the second substrate 200. The polar solution layer 130 can be water or other polar liquid.

非極性彩色溶液層140填於親水隔牆結構110所定義出的單元區域112內。位於單元區域112內之非極性彩色溶液層140 可包括多種顏色之彩色溶液。在本實施例中,每一個單元區域112內可填入一種顏色之彩色溶液。舉例來說,非極性彩色溶液層140可包括黑、紅、黃、藍色等彩色溶液,而單元區域112內是各自填入黑、紅、黃或藍色等彩色溶液,然本發明不限於此。 The non-polar color solution layer 140 is filled in the cell region 112 defined by the hydrophilic partition structure 110. A non-polar color solution layer 140 located within unit region 112 A color solution of a plurality of colors can be included. In this embodiment, each of the unit regions 112 may be filled with a color solution of one color. For example, the non-polar color solution layer 140 may include color solutions such as black, red, yellow, and blue, and the unit regions 112 are each filled with a color solution such as black, red, yellow, or blue, but the invention is not limited thereto. this.

特別的是,上述非極性彩色溶液層140包括根據本發明一些實施例之紅色染料組成物。上述紅色染料組成物可包括紅色染料化合物以及至少一非極性或低極性溶劑。上述紅色染料化合物由化學式(式1)表示: In particular, the non-polar color solution layer 140 described above includes a red dye composition in accordance with some embodiments of the present invention. The red dye composition described above may include a red dye compound and at least one non-polar or low-polar solvent. The above red dye compound is represented by the chemical formula (Formula 1):

在本實施例中,(式1)的X、Y可各自獨立地表示氫原子、碳數2~20的經取代或未經取代烷基,然本發明不限於此。上述烷基可為直鏈、支鏈或環狀。 In the present embodiment, X and Y of (Formula 1) each independently represent a hydrogen atom and a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, but the present invention is not limited thereto. The above alkyl group may be linear, branched or cyclic.

在本實施例中,(式1)的R1、R2可各自獨立地表示氫原子或-NHCnH2n+1,n為正整數。R1、R2可以相同也可以不相同。舉例而言,R1、R2可各自獨立地表示-NHC8H17、-NHC12H25或-NHC18H37In the present embodiment, R 1 and R 2 of (Formula 1) may each independently represent a hydrogen atom or -NHC n H 2n+1 , and n is a positive integer. R 1 and R 2 may be the same or different. For example, R 1 , R 2 may each independently represent -NHC 8 H 17 , -NHC 12 H 25 or -NHC 18 H 37 .

值得一提的是,相較於傳統彩色染料,本發明之由化學式(式1)表示的紅色染料化合物具有高耐日光牢度,故有利於應用在顯示器中,特別是應用於彩色電濕潤顯示器中,然本發明不限於此。 It is worth mentioning that the red dye compound represented by the chemical formula (Formula 1) of the present invention has high light fastness compared to the conventional color dye, and thus is advantageous for use in a display, particularly for a color electrowetting display. However, the invention is not limited thereto.

在本實施例中,上述非極性或低極性溶劑可為碳數1~30的烷烴(例如己烷、庚烷、辛烷、壬烷、癸烷、十一烷、十二烷、十三烷、十四烷、十五烷、十六烷等)、環烷烴(例如萘烷)、油(例如矽油)或其混合物,然本發明不限於此。 In this embodiment, the non-polar or low-polar solvent may be an alkane having 1 to 30 carbon atoms (for example, hexane, heptane, octane, decane, decane, undecane, dodecane, tridecane). , tetradecane, pentadecane, hexadecane, etc.), a cycloalkane (e.g., decalin), an oil (e.g., eucalyptus), or a mixture thereof, although the invention is not limited thereto.

特別的是,基於減少色偏的觀點而言,本發明之紅色染料組成物可更包括由化學式(式2)或(式3)表示的化合物中之至少一者: In particular, the red dye composition of the present invention may further include at least one of the compounds represented by the chemical formula (Formula 2) or (Formula 3) from the viewpoint of reducing color shift:

更具體而言,本發明之紅色染料組成物可包括以下三種組成:由(式1)表示之紅色染料化合物搭配由(式2)表示的化合物(組成一)、由(式1)表示之紅色染料化合物搭配由(式3)表示的化合物(組成二)、由(式1)表示之紅色染料化合物搭配由化學式(式2)表示的化合物以及由化學式(式3)表示的化合物(組成三)。基於減少色偏的觀點而言,雙偶氮類溶劑。在上述三種組成之紅色染料 組成物中,又以(組成三)更為符合由美國國家電視系統委員會(National Television System Committee,NTSC)制定的色域標準。 More specifically, the red dye composition of the present invention may include the following three compositions: a red dye compound represented by (Formula 1), a compound represented by (Formula 2) (composition one), and a red color represented by (Formula 1) The dye compound is compounded with a compound represented by (Formula 3) (Composition 2), a red dye compound represented by (Formula 1), a compound represented by Chemical Formula (Formula 2), and a compound represented by Chemical Formula (Formula 3) (Composition III) . A bisazo-based solvent is considered from the viewpoint of reducing color shift. Red dye in the above three compositions The composition, in addition to (composition 3), is more in line with the color gamut standards established by the National Television System Committee (NTSC).

視需要,可添加例如黏度調控劑、其他油類添加劑等多種添加劑於紅色染料組成物中,然本發明不限於此。 Various additives such as a viscosity modifier and other oil additives may be added to the red dye composition as needed, but the invention is not limited thereto.

在本實施例中,以紅色染料組成物之總重量計,由化學式(式1)表示之紅色染料化合物的含量為5~30wt%,由化學式(式2)或(式3)表示的化合物的含量為95~70wt%,且非極性或低極性溶劑的含量為60~99wt%。 In the present embodiment, the content of the red dye compound represented by the chemical formula (Formula 1) is 5 to 30% by weight based on the total weight of the red dye composition, and the compound represented by the chemical formula (Formula 2) or (Formula 3) The content is 95 to 70% by weight, and the content of the non-polar or low-polar solvent is 60 to 99% by weight.

以下以數個實驗例更具體地說明根據本發明一實施例之紅色染料化合物、紅色染料組成物與電濕潤顯示裝置的製備方法。 Hereinafter, a red dye compound, a red dye composition, and a method for producing an electrowetting display device according to an embodiment of the present invention will be more specifically described in several experimental examples.

<實驗例><Experimental example>

[紅色染料化合物的製備][Preparation of Red Dye Compound]

首先,準備0.5~10莫耳之1-硝基蒽醌(1-nitro-anthraquinone)、0.5~10莫耳之苯胺(aniline)、0.5~10莫耳之正辛胺(n-octylamine)、0.5~10莫耳之正十二胺(n-dodecylamine)、0.5~10莫耳之正十八胺(n-octadecylamine)與0.5~10莫耳之NaOH,將其混合並溶解於甲苯中。接著,於100~120℃下加熱迴流0.5~5小時後。隨後,將反應完成的上述混合物過濾,可得到一固體。最後,以去離子水將此固體清洗至去離子水呈現無色,可得到由(式1)表示的紅色染料化合物。 First, prepare 0.5 to 10 moles of 1-nitro-anthraquinone, 0.5 to 10 moles of aniline, 0.5 to 10 moles of n-octylamine, 0.5 ~10 moles of n-dodecylamine, 0.5 to 10 moles of n-octadecylamine and 0.5 to 10 moles of NaOH, which are mixed and dissolved in toluene. Then, it is heated and refluxed at 100 to 120 ° C for 0.5 to 5 hours. Subsequently, the above mixture obtained by the reaction was filtered to obtain a solid. Finally, the solid was washed with deionized water until the deionized water appeared colorless, and a red dye compound represented by (Formula 1) was obtained.

(式1): (Formula 1):

在本實驗例中,(式1)的X、Y皆為氫原子,R1、R2分別為-NHC8H17與-NHC12H25,然本發明不限於此。 In the present experimental example, (Formula 1), X, Y are hydrogen atoms, R1, R2 are -NHC 8 H 17 and -NHC 12 H 25, however the present invention is not limited thereto.

[紅色染料組成物的製備][Preparation of Red Dye Composition]

首先,將上述實驗例中所製得的紅色染料化合物與由下列化學式(式2)或(式3)表示的化合物中之至少一者混合。接著,將上述混合物溶於例如癸烷或十二烷中,可得到根據本發明一實施例之紅色染料組成物。以紅色染料組成物的總重量計,由化學式(式1)表示之紅色染料化合物的含量為15wt%,由化學式(式2)或(式3)表示的化合物的含量為85wt%。 First, the red dye compound obtained in the above experimental examples is mixed with at least one of the compounds represented by the following chemical formula (Formula 2) or (Formula 3). Next, the above mixture is dissolved in, for example, decane or dodecane to obtain a red dye composition according to an embodiment of the present invention. The content of the red dye compound represented by the chemical formula (Formula 1) is 15% by weight based on the total weight of the red dye composition, and the content of the compound represented by the chemical formula (Formula 2) or (Formula 3) is 85 wt%.

[電濕潤顯示裝置的製備][Preparation of electrowetting display device]

首先,依序於基板上製作電極層與介電層。於形成上述兩膜層後,利用塗佈製程,將疏水材料塗佈於介電層上。接著,將光阻材料塗佈於介電層上,並利用曝光顯影製程,對光阻進行圖案化程序,以形成多個隔牆結構。隨後,利用塗佈製程,將上述實驗例所製得的紅色染料組成物填入多個隔牆結構之間。最後,於加入極性液體後,進行組立與封裝製程,可得到根據本發明一實施例之電濕潤顯示裝置。 First, an electrode layer and a dielectric layer are formed on the substrate in sequence. After the formation of the above two film layers, the hydrophobic material is applied to the dielectric layer by a coating process. Next, the photoresist material is coated on the dielectric layer, and the photoresist is patterned by an exposure and development process to form a plurality of partition walls. Subsequently, the red dye composition prepared in the above experimental example was filled between a plurality of partition walls by a coating process. Finally, after the polar liquid is added, the assembly and packaging process is performed to obtain an electrowetting display device according to an embodiment of the present invention.

值得一提的是,根據顯示器的標準色偏測量基準,當△Eab值小於3,表示人眼已無法分辨出色彩差異,而依照上述實驗例製得之電濕潤顯示裝置的△Eab值為2.29。由此可知,本發明之電濕潤顯示裝置幾乎沒有色偏的問題。 It is worth mentioning that, according to the standard color shift measurement standard of the display, when the ΔEab value is less than 3, it means that the human eye can not distinguish the color difference, and the ΔEab value of the electrowetting display device prepared according to the above experimental example is 2.29. . From this, it is understood that the electrowetting display device of the present invention has almost no problem of color shift.

雖然本發明已以實施例揭露如上,然其並非用以限定本發明,任何所屬技術領域中具有通常知識者,在不脫離本發明的精神和範圍內,當可作些許的更動與潤飾,故本發明的保護範圍當視後附的申請專利範圍所界定者為準。 Although the present invention has been disclosed in the above embodiments, it is not intended to limit the present invention, and any one of ordinary skill in the art can make some changes and refinements without departing from the spirit and scope of the present invention. The scope of the invention is defined by the scope of the appended claims.

100‧‧‧第一基板 100‧‧‧First substrate

102、202‧‧‧基板 102, 202‧‧‧ substrate

104、204‧‧‧電極層 104, 204‧‧‧ electrode layer

106‧‧‧介電層 106‧‧‧Dielectric layer

108‧‧‧疏水層 108‧‧‧hydrophobic layer

110‧‧‧親水隔牆結構 110‧‧‧Hydrophilic partition wall structure

112‧‧‧單元區域 112‧‧‧Unit area

130‧‧‧極性溶液層 130‧‧‧Polar solution layer

140‧‧‧非極性彩色溶液層 140‧‧‧Non-polar color solution layer

150‧‧‧密封膠 150‧‧‧Sealing adhesive

200‧‧‧第二基板 200‧‧‧second substrate

Claims (10)

一種紅色染料化合物,用於電濕潤顯示裝置,該紅色染料化合物由化學式(式1)表示: 其中X、Y各自獨立地表示氫原子、碳數2~20的經取代或未經取代烷基,R1、R2各自獨立地表示氫原子或-NHCnH2n+1,n為正整數,R1、R2可以相同也可以不相同。 A red dye compound for use in an electrowetting display device, the red dye compound being represented by the chemical formula (Formula 1): Wherein X and Y each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, and R 1 and R 2 each independently represent a hydrogen atom or -NHC n H 2n+1 , and n is a positive integer. R 1 and R 2 may be the same or different. 如申請專利範圍第1項所述之紅色染料化合物,其中該R1、R2彼此不相同。 The red dye compound of claim 1, wherein the R 1 and R 2 are different from each other. 一種紅色染料組成物,用於電濕潤顯示裝置,該紅色染料組成物包括:一紅色染料化合物,由化學式(式1)表示: 其中X、Y各自獨立地表示氫原子、碳數2~20的經取代或未經取代烷基,R1、R2各自獨立地表示氫原子或-NHCnH2n+1,n為正整數,R1、R2可以相同也可以不相同;以及 至少一非極性或低極性溶劑。 A red dye composition for an electrowetting display device, the red dye composition comprising: a red dye compound, represented by a chemical formula (Formula 1): Wherein X, Y each independently represent a hydrogen atom, having 2 to 20 carbon atoms by a substituted or unsubstituted alkyl group, R 1, R 2 each independently represent a hydrogen atom or -NHC n H 2n + 1, n is a positive integer R 1 and R 2 may be the same or different; and at least one non-polar or low-polar solvent. 如申請專利範圍第3項所述之紅色染料組成物,其中該由化學式(式1)表示之紅色染料化合物之R1、R2彼此不相同。 The red dye composition according to claim 3, wherein R 1 and R 2 of the red dye compound represented by the formula (Formula 1) are different from each other. 如申請專利範圍第3項所述之紅色染料組成物,其中該至少一非極性或低極性溶劑包括碳數1~30的烷烴、環烷烴、油或其混合物。 The red dye composition of claim 3, wherein the at least one non-polar or low-polar solvent comprises an alkane having 1 to 30 carbon atoms, a cycloalkane, an oil, or a mixture thereof. 如申請專利範圍第3項所述之紅色染料組成物,其中以該紅色染料組成物的總重量計,該由化學式(式1)表示紅色染料化合物的含量為5~30wt%,且該非極性或低極性溶劑的含量為60~99wt%。 The red dye composition according to claim 3, wherein the content of the red dye compound represented by the formula (Formula 1) is 5 to 30% by weight based on the total weight of the red dye composition, and the non-polar or The content of the low polar solvent is 60 to 99% by weight. 一種紅色染料組成物,用於電濕潤顯示裝置,該紅色染料組成物包括:一紅色染料化合物,由化學式(式1)表示: 其中X、Y各自獨立地表示氫原子、碳數2~20的經取代或未經取代烷基,R1、R2各自獨立地表示氫原子或-NHCnH2n+1,n為正整數,R1、R2可以相同也可以不相同;以及由化學式(式2)或(式3)表示的化合物中之至少一者: A red dye composition for an electrowetting display device, the red dye composition comprising: a red dye compound, represented by a chemical formula (Formula 1): Wherein X and Y each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, and R 1 and R 2 each independently represent a hydrogen atom or -NHC n H 2n+1 , and n is a positive integer. R 1 and R 2 may be the same or different; and at least one of the compounds represented by the chemical formula (Formula 2) or (Formula 3): 如申請專利範圍第7項所述之紅色染料組成物,其中該R1、R2彼此不相同。 The red dye composition of claim 7, wherein the R 1 and R 2 are different from each other. 如申請專利範圍第7項所述之紅色染料組成物,更包括至少一非極性或低極性溶劑。 The red dye composition of claim 7, further comprising at least one non-polar or low-polar solvent. 如申請專利範圍第9項所述之紅色染料組成物,其中以該紅色染料組成物的總重量計,該由化學式(式1)表示之紅色染料化合物的含量為5~30wt%,該由化學式(式2)或(式3)表示的化合物的含量為95~70wt%,且該非極性或低極性溶劑的含量為60~99wt%。 The red dye composition according to claim 9, wherein the content of the red dye compound represented by the formula (Formula 1) is 5 to 30% by weight based on the total weight of the red dye composition, and the chemical formula is The content of the compound represented by (Formula 2) or (Formula 3) is 95 to 70% by weight, and the content of the nonpolar or low polar solvent is 60 to 99% by weight.
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