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WO2021012515A1 - 罗丹明类染料单体低聚合物的制备方法、纯色材料及液晶显示装置 - Google Patents

罗丹明类染料单体低聚合物的制备方法、纯色材料及液晶显示装置 Download PDF

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Publication number
WO2021012515A1
WO2021012515A1 PCT/CN2019/117810 CN2019117810W WO2021012515A1 WO 2021012515 A1 WO2021012515 A1 WO 2021012515A1 CN 2019117810 W CN2019117810 W CN 2019117810W WO 2021012515 A1 WO2021012515 A1 WO 2021012515A1
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Prior art keywords
rhodamine dye
solvent
pure color
mixed solution
rhodamine
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PCT/CN2019/117810
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English (en)
French (fr)
Inventor
查宝
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Tcl华星光电技术有限公司
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Priority to US16/616,979 priority Critical patent/US10988619B2/en
Publication of WO2021012515A1 publication Critical patent/WO2021012515A1/zh

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/103—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing a diaryl- or triarylmethane dye
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/109—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/32—Monomers containing only one unsaturated aliphatic radical containing two or more rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10—Amino derivatives of triarylmethanes
    • C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/65—Additives macromolecular
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509—Filters, e.g. light shielding masks
    • G02F1/133514—Colour filters
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F2202/00—Materials and properties
    • G02F2202/04—Materials and properties dye

Definitions

  • the invention relates to the field of display, in particular to a method for preparing rhodamine dye monomer oligomers, pure color materials and liquid crystal display devices.
  • the development process of display technology is the embodiment of the ability of color reproduction, from the first-generation universal color standard (standardRedGreenBlue, sRGB) to the film color gamut (DCI), and even the next-generation TV display standard (BT.2020),
  • the color gamut is improving.
  • the high color gamut means that the TV can display more colorful colors and has a stronger color display ability, which can effectively avoid distortion or color blocks during display.
  • the color switching in the TV picture can be more natural, making the level of the picture more distinct, showing more details and closer to the real effect.
  • the improvement of the color gamut is mainly achieved by color film filters of the three primary colors (red, green, and blue); in addition, the color gamut can also be adjusted by adjusting the backlight Upgrade, there are currently two main ways to improve the purity of the backlight: using blue LED + red and green fluorescent material backlight; using quantum dot backlight technology.
  • the biggest drawback of the above two color gamut enhancement methods is that the final red, green and blue light emitted by the display is not pure, because the red, green and blue light is not purified during the process of enhancing the color gamut, and there are cyan and green light. Yellow-orange light, so the three primary colors of red, green and blue are not pure; in addition, as the color gamut increases, the light penetration decreases, and it is difficult to achieve an increase in the color gamut while also achieving an increase in brightness.
  • rhodamine-based materials can well absorb stray light other than RGB and can improve the purity of the three primary colors
  • rhodamine-based dyes have a shoulder on the left side of the maximum absorption peak on the spectrum, which will Absorb part of the blue and green light, especially the green part; and the loss of penetration is large, mainly because the agglomeration of rhodamine dyes will cause the absorption of shoulder peaks to increase, which will inhibit the rhodamine dyes from being in pure color Application in display technology.
  • the purpose of the present invention is to provide a method for preparing rhodamine dye monomer oligomers, pure color materials and liquid crystal display devices.
  • oligomerizing rhodamine dyes not only can the rhodamine dye molecules be monodispersed .
  • the present invention provides a method for preparing rhodamine dye monomer oligomer, which includes the following steps: providing a rhodamine dye and organic monomer; combining the rhodamine dye and 4-hydroxy- P-styrene is dissolved in the first solvent to form a first mixed solution; the first catalyst is added to the first mixed solution, and reacted for 24 hours to form a second mixed solution; saturated brine and saturated sodium bicarbonate solution are used in turn to wash the The second mixed solution forms a third mixed solution; the third mixed solution is washed with a second solvent and separated through a chromatography column to obtain rhodamine dye monomers; the rhodamine fuel monomers and organic monomers are dissolved A fourth mixed solution is formed in a third solvent; a second catalyst is added to the fourth mixed solution to react at 60° C. for 3 hours to form a fifth mixed solution; the fifth mixed solution is washed with a fourth solvent to obtain the rho
  • the molecular structural formula of the rhodamine dye includes one or more combinations of the following structural formulas:
  • the structure of the R1 to R5 group is a non-conjugated structure, and the structure of the R1 to R5 group includes linear alkane, branched alkane, alkoxy straight or branched alkane; R1 to R5 group
  • the groups include ester chains or substituted alkane derivatives; the carbon chain length of the R1-R5 groups can range from 1 to 30.
  • R1-R5 groups is a conjugated structure connected by an alkoxy group and an ester group.
  • the groups R1 to R5 are heterocyclic compounds
  • the heterocyclic compounds include five-membered heterocyclic compounds, six-membered heterocyclic compounds and benzoheterocyclic compounds
  • the five-ring heterocyclic compounds include furan, thiophene, pyrrole , Thiazole or imidazole
  • the six-ring hetero compound includes pyridine, pyrazine, pyrimidine or pyridazine
  • the benzoheterocyclic compound includes indole, quinoline, pteridine or acridine.
  • X- includes one of F-, Cl-, Br-, CF3SO3-, CF2HSO3- or CFH2SO3- anions
  • the first catalyst includes 4-dimethylaminopyridine and dicyclohexylcarbodiimide, and the molar ratio of 4-dimethylaminopyridine and dicyclohexylcarbodiimide is 1: 3 ⁇ 1:1; the molar ratio of the rhodamine dye and 4-hydroxy-p-styrene is 1:3 ⁇ 1:1.1; the first solvent includes dichloromethane; the second solvent includes n-hexane and Methylene chloride; the third solvent includes toluene; the fourth solvent is ethanol; the second catalyst includes azobisisobutyronitrile.
  • the present invention also provides a pure color material, including: resin, photoinitiator, solvent, additives, and rhodamine dye monomer oligomer formed by the method for preparing rhodamine dye monomer oligomer.
  • the resin includes a transparent acrylic resin
  • the acrylic resin includes dimethylaminoethyl methacrylate, butyl methacrylate, hydroxyethyl methacrylate, cyclohexyl methacrylate, and isomethacrylate.
  • the photoinitiator includes acetophenone derivatives: ⁇ , ⁇ -diethoxyacetophenone, 2-methyl-2-morpholino-1-( One or more combinations of 4-methylphenylthio) propane-1-one memory HMPP
  • the solvent includes one or more combinations of propylene glycol methyl ether acetate, propylene glycol monomethyl ether and ethanolamine
  • the additives include silane coupling agents.
  • the present invention also provides a liquid crystal display device, comprising a polarizer and a color film substrate, the polarizer is provided with a pure color film; and/or the color film substrate is provided with a pure color film, the pure color film adopts the Pure color material.
  • the present invention provides a method for preparing rhodamine dye monomer oligomers, pure color materials and liquid crystal display devices.
  • oligomerizing rhodamine dyes it can not only achieve monodispersion of rhodamine dye molecules, but avoid rhodamine
  • the agglomeration of molecules causes the enhancement of shoulder peaks, which reduces the absorption intensity of blue and green light due to shoulder peaks.
  • purifying the color gamut it can also improve the thermal stability of rhodamine dyes to meet the needs of liquid crystal display devices.
  • the rhodamine-based dye monomer low polymer is applied to the pure color material, and made into the pure color film, which is applied to the liquid crystal display device, which can avoid excessive loss of brightness of the display panel .
  • FIG. 1 is a schematic structural diagram of a liquid crystal display device according to an embodiment of the present invention.
  • FIG. 2 is a schematic structural diagram of a liquid crystal display device according to another embodiment of the present invention.
  • Backlight module 101 lower polarizer 103; array substrate 104;
  • Liquid crystal layer 105 Color film substrate 106; upper polarizer 107;
  • the present invention provides a method for preparing rhodamine dye monomer oligomers, which includes the following steps S1 to S8.
  • the molecular structural formula of the rhodamine dye includes one or more combinations of the following structural formulas:
  • the structure of the R1-R5 group is a non-conjugated structure, and the structure of the R1-R5 group may also be a conjugated structure connected via an alkoxy group and an ester group.
  • the structure of groups R1 to R5 includes straight chain alkanes, branched alkanes, and alkoxy straight or branched alkanes.
  • the R1 to R5 groups include ester groups or substituted alkane derivatives; the carbon chain length of the R1 to R5 groups can range from 1 to 30.
  • the groups R1 to R5 may be heterocyclic compounds.
  • the heterocyclic compounds include five-membered heterocyclic compounds, six-membered heterocyclic compounds, and benzoheterocyclic compounds.
  • the pentacyclic hetero compound includes furan, thiophene, pyrrole, thiazole or imidazole; the six ring hetero compound includes pyridine, pyrazine, pyrimidine or pyridazine; the benzoheterocyclic compound includes indole, quinoline, and pteridine Or acridine.
  • X- includes one of F-, Cl-, Br-, CF3SO3-, CF2HSO3- or CFH2SO3- anions;
  • the first solvent includes dichloromethane, and the molar ratio of the rhodamine dye and 4-hydroxy-p-styrene is 1:3 to 1:1.1.
  • the first catalyst comprises 4-dimethylaminopyridine and dicyclohexylcarbodiimide, and the molar ratio of the 4-dimethylaminopyridine and the dicyclohexylcarbodiimide is 1:3-1 :1;
  • the above equation singulates rhodamine dyes, and modifies the carboxyl structure in the bottom benzene ring of rhodamine dyes, or modifies the structure in the parent ring of rhodamine to perform rhodamine singulation.
  • the rhodamine dye monomer oligomer is specifically synthesized as follows:
  • the organic monomer can also be a structure containing a modified group in the benzene ring of styrene; it can also be an organic monomer derivative such as acrylic acid, acrylate, butadiene, and carbonate; where m and The ratio of n can be 1:1 to 1:10; the molecular weight of the oligomer formed therein can be 2000 to 10,000, and the molecular weight can be controlled by the reaction time.
  • the present invention provides a method for preparing rhodamine dye monomer oligomers, which realizes monodispersion of rhodamine dye molecules, avoids the agglomeration of rhodamine molecules and causes the enhancement of shoulder peaks, and reduces the damage caused by shoulder peaks.
  • the absorption intensity of blue and green light and then realize the color gamut purification.
  • the present invention also provides a pure color material, including: resin, photoinitiator, solvent, additives and rhodamine dye monomer oligomer formed by the method for preparing rhodamine dye monomer oligomer.
  • the role of the resin is to increase the molecular weight through cross-linking reaction, accounting for 12%-20% of the pure color material; the rhodamine dye monomer low polymer is used to construct a cross-linked network structure and absorb stray light (yellow) Orange light and blue-green light), accounting for 5% to 15% of the pure color material; the photoinitiator is activated by light (generating excitons), accounting for 0.8% to 1.5% of the pure color material; The additive is used to adhere the substrate and act as a surfactant, accounting for 2% to 2.4% of the pure color material; the solvent is used to dissolve, divide, and adjust the viscosity, accounting for 59% to 66% of the pure color material
  • the resin includes a transparent acrylic resin, and the acrylic resin includes dimethylaminoethyl methacrylate, butyl methacrylate, hydroxyethyl methacrylate, cyclohexyl methacrylate, and isooctyl methacrylate.
  • the acrylic resin includes dimethylaminoethyl methacrylate, butyl methacrylate, hydroxyethyl methacrylate, cyclohexyl methacrylate, and isooctyl methacrylate.
  • the photoinitiator includes acetophenone derivatives: ⁇ , ⁇ -diethoxy acetophenone, 2-methyl-2-morpholino-1-(4-methylphenylthio)propane-1 -One or more combinations of ketone memory HMPP;
  • the solvent includes one or more combinations of propylene glycol methyl ether acetate, propylene glycol monomethyl ether and ethanolamine;
  • the additive includes a silane coupling agent.
  • the present invention also provides a liquid crystal display device 100, including a backlight module 101, a lower polarizer 103, an array substrate 104, a liquid crystal layer 105, a color film substrate 106 and an upper polarizer 107.
  • the lower polarizer 103 is disposed on the backlight module 101, and the array substrate 104 is disposed on the side of the lower polarizer 103 away from the backlight module 101.
  • the liquid crystal layer 105 is arranged on the side of the array substrate 104 away from the lower polarizer 103, the color filter substrate 106 is arranged on the side of the liquid crystal layer 105 away from the array substrate 104, and the upper polarizer
  • the sheet 107 is arranged on a side of the color filter substrate 106 away from the liquid crystal layer 105.
  • a pure color film 102 is provided on the side of the lower polarizer 103 close to the backlight module, and the material of the pure color film 102 includes the pure color material.
  • the pure color film 102 can be obtained by coating, exposing and crosslinking and thermally baking the pure color material.
  • the pure color film 102 can choose to absorb stray light (yellow-orange light and cyan light), thereby improving the color gamut.
  • the pure color film 102 may also be disposed between the color film substrate 106 and the liquid crystal layer 105.
  • the present invention also proposes a liquid crystal display device 100.
  • oligomerizing rhodamine dyes not only can the rhodamine dye molecules be monodispersed, but the agglomeration of rhodamine molecules can cause shoulder peaks to be enhanced, and the shoulder peaks can be reduced.
  • the resulting absorption intensity of blue and green light can not only achieve color gamut purification, but also improve the thermal stability of rhodamine dyes to meet the needs of liquid crystal display devices.
  • the rhodamine dye monomer low polymer is applied to the pure color material to form the pure color film, and applied to the liquid crystal display device, which can avoid excessive loss of brightness of the display panel.

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Abstract

本发明提出了一种罗丹明类染料单体低聚合物的制备方法、纯色材料及液晶显示装置，通过将罗丹明染料进行低聚物化，不仅可以对罗丹明染料分子实现单分散，避免罗丹明分子的团聚而引起肩峰的增强，降低因肩峰的而造成对蓝、绿光的吸收强度，在实现色域提纯的同时，而且可以提升罗丹明染料的热稳定性，以满足液晶显示装置的需求；并且将所述罗丹明类染料单体低聚合物应用至所述纯色材料中，并制成所述纯色薄膜，应用于所述液晶显示装置中，可以避免显示面板的亮度损失过大。

Description

罗丹明类染料单体低聚合物的制备方法、纯色材料及液晶显示装置 技术领域
本发明涉及显示领域，尤其是涉及一种罗丹明类染料单体低聚合物的制备方法、纯色材料及液晶显示装置。
背景技术
显示技术的发展过程即是对色彩再现的能力的体现，从第一代的通用色彩标准(standardRedGreenBlue，sRGB)到电影色域(DCI)，甚至到下一代的电视显示标准(BT.2020)，色域都在提升。高色域意味着电视能够显示出更加丰富多彩的色彩，具有更强的色彩展现能力，这样可以有效的避免在显示时候出现失真或色块的现象。由于色彩的种类增加，使得电视画面中的色彩切换可以更加自然，使得画面的层次更加的分明，能够展现更多的细节和更加接近真实的效果。对于液晶显示，因为屏幕本身并不具备自发光属性，提升色域主要是通过三原色(红、绿、蓝)的彩膜滤光片来实现；此外，也可以通过背光的调整来进行色域的提升，目前有两种主要的提升背光纯度的方式：采用蓝色LED+红绿荧光材料的背光；采用量子点背光技术。
技术问题
然而上述两种色域提升方法最大的弊端在于显示器最终发出的红绿蓝三原色光并不纯净，因为其在提升色域的过程当中并未对红绿蓝三原色光进行提纯，并存在青绿光和黄橙光，所以发出的红绿蓝三原色光并不纯净；此外， 随着色域的提升，光的穿透也随着下降，很难以实现在色域提升的同时也可以实现亮度的提升。
罗丹明类材料虽然可以很好的实现对除RGB之外的杂光很好的吸收，可以提升三原色的纯度，但是罗丹明类染料在光谱上的最大吸收峰左侧有一个肩峰，这会吸收部分的蓝光和绿光，特别是绿光部分；并且对穿透的损失较大，主要是因为罗丹明类染料的团聚，会引起肩峰的吸收增强，这些会抑制罗丹明类染料在纯色显示技术中的应用。
因此，急需提供一种新的罗丹明类染料单体低聚合物制备方法，用以在实现色域提纯的同时，可以避免显示器的亮度损失过大；而且可以提升罗丹明染料的热稳定性，以满足液晶显示装置制程的需求。
技术解决方案
本发明的目的在于，提供了一种罗丹明类染料单体低聚合物的制备方法、纯色材料及液晶显示装置，通过将罗丹明染料进行低聚物化，不仅可以对罗丹明染料分子实现单分散，避免罗丹明分子的团聚而引起肩峰的增强，降低因肩峰的而造成对蓝、绿光的吸收强度，在实现色域提纯的同时，而且可以提升罗丹明染料的热稳定性，以满足液晶显示装置的需求。
为了可以达到上述目的，本发明提供一种罗丹明类染料单体低聚合物的制备方法，包括如下步骤：提供一罗丹明类染料以及有机单体；将所述罗丹明类染料以及4羟基- 对苯乙烯溶解于第一溶剂中形成第一混合溶液；在所述第一混合溶液中加入第一催化剂，并反应24小时形成第二混合溶液；依次使用饱和盐水以及饱和碳酸氢钠溶液水洗所述第二混合溶液形成第三混合溶液；使用第二溶剂洗涤所述第三混合溶液并过层析柱分离得到罗丹明类染料单体；将所述罗丹明类燃料单体以及有机单体溶解于第三溶剂中形成第四混合溶液；加入第二催化剂至所述第四混合溶液中在60℃反应3小时形成第五混合溶液；采用第四溶剂洗涤所述第五混合溶液得到所述罗丹明类染料单体低聚合物。
进一步地，在所述提供一罗丹明类染料以及有机单体步骤中，所述罗丹明类染料的分子结构式包括如下结构式的一种或多种组合：
Figure PCTCN2019117810-appb-000001
进一步地，R1～R5基团的结构是非共轭的结构，R1～R5 基团的结构包括直链烷烃、有支链的烷烃、烷氧基的直链或者支链的烷烃；R1～R5基团包括酯基的链状物或取代烷烃衍生物；R1～R5基团的碳链长度的范围可以是1～30。
进一步地，R1～R5基团的结构是通过烷氧基以及酯基相连接的共轭结构。
进一步地，R1～R5基团的是杂环的化合物，所述杂环化合物包括五元杂化合物、六元杂环化合物及苯并杂环化合物；所述五环杂化合物包括呋喃、噻吩、吡咯、噻唑或咪唑；所述六环杂化合物包括吡啶、吡嗪、嘧啶或哒嗪；所述苯并杂环化合物包括吲哚、喹啉、蝶啶或吖啶。
进一步地，X-包括F-、Cl-、Br-、CF3SO3-、CF2HSO3-或CFH2SO3-阴离子中的一种；R1～R4包括卤取代基-F、-Cl、Br、-I、氨基、羧基、羟基、硫酸基、醛根、酯、酰基、-COBr、腈、硝基、,＝NH、≡N、苯或酚环。
进一步地，所述第一催化剂包括4-二甲基氨基吡啶和二环己基碳二亚胺，所述4-二甲基氨基吡啶以及所述二环己基碳二亚胺的摩尔比为1:3～1:1；所述罗丹明类染料以及4羟基-对苯乙烯的摩尔比为1:3～1:1.1；所述第一溶剂包括二氯甲烷；所述第二溶剂包括正己烷以及二氯甲烷；所述第三溶剂包括甲苯；所述第四溶剂为乙醇；所述第二催化剂包括偶氮二异丁腈。
本发明还提供一种纯色材料，包括：树脂、光起始剂、 溶剂、添加剂以及通过所述的罗丹明类染料单体低聚合物的制备方法形成的罗丹明类染料单体低聚合物。
进一步地，所述树脂包括透明的丙烯酸树脂，所述丙烯酸树脂包括甲基丙烯酸二甲胺乙酯、甲基丙烯酸丁酯、甲基丙烯酸羟乙酯、甲基丙烯酸环己酯以及甲基丙烯酸异辛酯中的一种或多种组合；所述光起始剂包括苯乙酮衍生物:α,α-二乙氧基苯乙酮、2-甲基-2-吗啉代-1-(4-甲基苯硫基)丙烷-1-酮记忆HMPP中的一种或多种组合；所述溶剂包括丙二醇甲醚醋酸酯、丙二醇单甲醚以及乙醇胺中的一种或多种组合；所述添加剂包括硅烷偶联剂。
本发明还提供一种液晶显示装置，包括一偏光片以及彩膜基板，所述偏光片上设有一纯色膜；和/或所述彩膜基板上设有一纯色膜，所述纯色膜采用所述的纯色材料。
有益效果
本发明提出了一种罗丹明类染料单体低聚合物的制备方法、纯色材料及液晶显示装置，通过将罗丹明染料进行低聚物化，不仅可以对罗丹明染料分子实现单分散，避免罗丹明分子的团聚而引起肩峰的增强，降低因肩峰的而造成对蓝、绿光的吸收强度，在实现色域提纯的同时，而且可以提升罗丹明染料的热稳定性，以满足液晶显示装置的需求；并且将所述罗丹明类染料单体低聚合物应用至所述纯色材料中，并制成所述纯色薄膜，应用于所述液晶显示装置中，可以避免显示面板的亮度损失过大。
附图说明
为了更清楚地说明本发明实施例中的技术方案，下面将对实施例描述中所需要使用的附图作简单地介绍，显而易见地，下面描述中的附图仅仅是本发明的一些实施例，对于本领域技术人员来讲，在不付出创造性劳动的前提下，还可以根据这些附图获得其他的附图。
图1为本发明提供的一实施例液晶显示装置的结构示意图；
图2为本发明提供的另一实施例液晶显示装置的结构示意图；
背光模组101；下偏光片103；阵列基板104；
液晶层105；彩膜基板106；上偏光片107；
纯色膜102。
本发明实施方式
以下是各实施例的说明是参考附加的图式，用以例示本发明可以用实施的特定实施例。本发明所提到的方向用语，例如上、下、前、后、左、右、内、外、侧等，仅是参考附图式的方向。本发明提到的元件名称，例如第一、第二等，仅是区分不同的元部件，可以更好的表达。在图中，结构相似的单元以相同标号表示。
本文将参照附图来详细描述本发明的实施例。本发明可以表现为许多不同形式，本发明不应仅被解释为本文阐述的具体实施例。本发明提供实施例是为了解释本发明的 实际应用，从而使本领域其他技术人员能够理解本发明的各种实施例和适合于特定预期应用的各种修改方案。
本发明提供一种罗丹明类染料单体低聚合物的制备方法，包括如下步骤S1～S8。
S1)提供一罗丹明类染料以及有机单体；
所述罗丹明类染料的分子结构式包括如下结构式的一种或多种组合：
Figure PCTCN2019117810-appb-000002
R1～R5基团的结构是非共轭的结构，R1～R5基团的结构也可以是通过烷氧基以及酯基相连接共轭结构。
R1～R5基团的结构包括直链烷烃、有支链的烷烃、烷氧基的直链或者支链的烷烃。
R1～R5基团包括酯基的链状物或取代烷烃衍生物；R1～R5基团的碳链长度的范围可以是1～30。
R1～R5基团的可以是杂环的化合物，所述杂环化合物包括五元杂化合物、六元杂环化合物及苯并杂环化合物。
所述五环杂化合物包括呋喃、噻吩、吡咯、噻唑或咪唑；所述六环杂化合物包括吡啶、吡嗪、嘧啶或哒嗪；所述苯并杂环化合物包括吲哚、喹啉、蝶啶或吖啶。
X-包括F-、Cl-、Br-、CF3SO3-、CF2HSO3-或CFH2SO3-阴离子中的一种；R1～R4包括卤取代基-F、-Cl、Br、-I、氨基、羧基、羟基、硫酸基、醛根、酯、酰基、-COBr、腈、硝基、＝NH、≡N、苯或酚环。
S2)将所述罗丹明类染料以及4羟基-对苯乙烯溶解于第一溶剂中形成第一混合溶液。
所述第一溶剂包括二氯甲烷，所述罗丹明类染料以及4羟基-对苯乙烯的摩尔比为1:3～1:1.1。
S3)在所述第一混合溶液中加入第一催化剂，并反应24小时形成第二混合溶液。
所述第一催化剂包括4-二甲基氨基吡啶和二环己基碳二亚胺，所述4-二甲基氨基吡啶以及所述二环己基碳二亚胺的摩尔比为1:3～1:1；
S4)依次使用饱和盐水以及饱和碳酸氢钠溶液水洗所述第二混合溶液形成第三混合溶液；
S5)使用第二溶剂洗涤所述第三混合溶液并过层析柱分离得到罗丹明类染料单体；所述第二溶剂包括正己烷 以及二氯甲烷。
合成所述罗丹明类染料单体的化学方程式如下：
Figure PCTCN2019117810-appb-000003
上述方程式将罗丹明类染料单体化，针对罗丹明类染料的底端苯环中的羧基结构进行修饰，也可以针对罗丹明的母环中结构进行修饰，进行罗丹明单体化。
S6)将所述罗丹明类燃料单体以及有机单体溶解于第三溶剂中形成第四混合溶液；所述第三溶剂包括甲苯。
S7)加入第二催化剂至所述第四混合溶液中在60℃反应3小时形成第五混合溶液；所述第二催化剂包括偶氮二异丁腈。
S8)采用第四溶剂洗涤所述第五混合溶液得到所述罗丹明类染料单体低聚合物；所述第四溶剂为乙醇。
所述罗丹明类染料单体低聚合物具体合成如下化学方程式：
Figure PCTCN2019117810-appb-000004
其中有机单体除了苯乙烯之外，还可以是苯乙烯的苯环中含有修饰基团的结构；还可以是丙烯酸、丙烯酸酯、丁二烯、碳酸酯等有机单体衍生物；其中m与n的比例可以是1:1～1:10；其中形成的低聚物的分子量可以是2000～10000，其中分子量可以通过反应时间来控制。
本发明提供了一种罗丹明类染料单体低聚合物的制备方法，通过对罗丹明染料分子实现单分散，避免罗丹明分子的团聚而引起肩峰的增强，降低因肩峰的而造成对蓝、绿光的吸收强度，进而实现色域提纯。
本发明还提供一种纯色材料，包括：树脂、光起始剂、溶剂、添加剂以及通过所述的罗丹明类染料单体低聚合物的制备方法形成的罗丹明类染料单体低聚合物。
所述树脂作用为通过交联反应使分子量增大，占所述纯色材料的12％～20％；所述罗丹明类染料单体低聚合物用以构建交联网状结构和吸收杂光(黄橙光和蓝绿光)，占所述纯色材料的5％～15％；所述光起始剂由光使其活性化(产生激子)，占所述纯色材料的0.8％～1.5％；所述添加 剂用以使基板密着以及作为界面活性剂，占所述纯色材料的2％～2.4％；所述溶剂用以溶解、分算，调整粘度，占所述纯色材料的59％～66％
所述树脂包括透明的丙烯酸树脂，所述丙烯酸树脂包括甲基丙烯酸二甲胺乙酯、甲基丙烯酸丁酯、甲基丙烯酸羟乙酯、甲基丙烯酸环己酯以及甲基丙烯酸异辛酯中的一种或多种组合；
所述光起始剂包括苯乙酮衍生物:α,α-二乙氧基苯乙酮、2-甲基-2-吗啉代-1-(4-甲基苯硫基)丙烷-1-酮记忆HMPP中的一种或多种组合；所述溶剂包括丙二醇甲醚醋酸酯、丙二醇单甲醚以及乙醇胺中的一种或多种组合；所述添加剂包括硅烷偶联剂。
如图1所示，本发明还提供一种液晶显示装置100，包括背光模组101、下偏光片103、阵列基板104、液晶层105、彩膜基板106以及上偏光片107。
所述下偏光片103设于所述背光模组101上，所述阵列基板104设于所述下偏光片103远离所述背光模组101的一侧。所述液晶层105设于所述阵列基板104远离所述下偏光片103的一侧，所述彩膜基板106设于所述液晶层105远离所述阵列基板104的一侧，所述上偏光片107设于所述彩膜基板106远离所述液晶层105的一侧。
在一实施例中，所述下偏光片103靠近所述背光模组 的一侧设有一纯色膜102，所述纯色膜102的材料包括所述的纯色材料。所述纯色膜102通过涂布、曝光交联和热烘烤所述纯色材料可以得到。
所述纯色膜102可以选择将杂光(黄橙光和青绿光)吸收掉，进而可以提升色域。
如图2所示，在另一实施例中，所述纯色膜102还可以设置在彩膜基板106与所述液晶层105之间。
本发明还提出了一种液晶显示装置100，通过将罗丹明染料进行低聚物化，不仅可以对罗丹明染料分子实现单分散，避免罗丹明分子的团聚而引起肩峰的增强，降低因肩峰的而造成对蓝、绿光的吸收强度，在实现色域提纯的同时，而且可以提升罗丹明染料的热稳定性，以满足液晶显示装置的需求。并且将所述罗丹明类染料单体低聚合物应用至所述纯色材料中，并制成所述纯色薄膜，应用于所述液晶显示装置中，可以避免显示面板的亮度损失过大。
本发明的技术范围不仅仅局限于所述说明中的内容，本领域技术人员可以在不脱离本发明技术思想的前提下，对所述实施例进行多种变形和修改，而这些变形和修改均应当属于本发明的范围内。

Claims (11)

  1. 一种罗丹明类染料单体低聚合物的制备方法，其特征在于，包括如下步骤：
    提供一罗丹明类染料以及有机单体；
    将所述罗丹明类染料以及4羟基-对苯乙烯溶解于第一溶剂中形成第一混合溶液；
    在所述第一混合溶液中加入第一催化剂，并反应24小时形成第二混合溶液；
    依次使用饱和盐水以及饱和碳酸氢钠溶液水洗所述第二混合溶液形成第三混合溶液；
    使用第二溶剂洗涤所述第三混合溶液并过层析柱分离得到罗丹明类染料单体；
    将所述罗丹明类燃料单体以及有机单体溶解于第三溶剂中形成第四混合溶液；
    加入第二催化剂至所述第四混合溶液中在60℃反应3小时形成第五混合溶液；
    采用第四溶剂洗涤所述第五混合溶液得到所述罗丹明类染料单体低聚合物。
  2. 根据权利要求1所述的罗丹明类染料单体低聚合物的制备方法，其特征在于，
    在所述提供一罗丹明类染料以及有机单体步骤中，所述罗丹明类染料的分子结构式包括如下结构式的一种 或多种组合：
    Figure PCTCN2019117810-appb-100001
    其中，R1～R5为连接所述罗丹明类染料的主体分子结构式的基团，X-为阴离子。
  3. 根据权利要求2所述的罗丹明类染料单体低聚合物的制备方法，其特征在于，
    R1～R5基团的结构是非共轭的结构，R1～R5基团的结构包括直链烷烃、有支链的烷烃、烷氧基的直链或者支链的烷烃；
    R1～R5基团包括酯基的链状物或取代烷烃衍生物；
    R1～R5基团的碳链长度的范围可以是1～30。
  4. 根据权利要求2所述的罗丹明类染料单体低聚合物的制备方法，其特征在于，
    R1～R5基团的结构是通过烷氧基以及酯基相连接的共轭结构。
  5. 根据权利要求2所述的罗丹明类染料单体低聚合物的制备方法，其特征在于，
    R1～R5基团的是杂环的化合物，所述杂环化合物包括五元杂化合物、六元杂环化合物及苯并杂环化合物；
    所述五环杂化合物包括呋喃、噻吩、吡咯、噻唑或咪唑；
    所述六环杂化合物包括吡啶、吡嗪、嘧啶或哒嗪；
    所述苯并杂环化合物包括吲哚、喹啉、蝶啶或吖啶。
  6. 根据权利要求2所述的罗丹明类染料单体低聚合物的制备方法，其特征在于，
    X-包括F-、Cl-、Br-、CF3SO3-、CF2HSO3-或CFH2SO3-中的一种；R1～R4包括卤取代基-F、-Cl、Br、-I、氨基、羧基、羟基、硫酸基、醛根、酯、酰基、-COBr、腈、硝基、＝NH、≡N、苯或酚环的一种。
  7. 根据权利要求1所述的罗丹明类染料单体低聚合物的制备方法，其特征在于，
    所述第一催化剂包括4-二甲基氨基吡啶和二环己基碳二亚胺，所述4-二甲基氨基吡啶以及所述二环己基碳二亚胺的摩尔比为1:3～1:1；
    所述罗丹明类染料以及4羟基-对苯乙烯的摩尔比为1:3～1:1.1；
    所述第一溶剂包括二氯甲烷；
    所述第二溶剂包括正己烷以及二氯甲烷；
    所述第三溶剂包括甲苯；所述第四溶剂为乙醇；
    所述第二催化剂包括偶氮二异丁腈。
  8. 一种纯色材料，其特征在于，包括：树脂、光起始剂、溶剂、添加剂以及通过权力要求1所述的罗丹明类染料单体低聚合物的制备方法形成的罗丹明类染料单体低聚合物。
  9. 根据权利要求8所述的纯色材料，其特征在于，所述树脂包括透明的丙烯酸树脂，所述丙烯酸树脂包括甲基丙烯酸二甲胺乙酯、甲基丙烯酸丁酯、甲基丙烯酸羟乙酯、甲基丙烯酸环己酯以及甲基丙烯酸异辛酯中的一种或多种组合；
    所述光起始剂包括苯乙酮衍生物:α,α-二乙氧基苯乙酮、2-甲基-2-吗啉代-1-(4-甲基苯硫基)丙烷-1-酮记忆HMPP中的一种或多种组合；
    所述溶剂包括丙二醇甲醚醋酸酯、丙二醇单甲醚以及乙醇胺中的一种或多种组合；
    所述添加剂包括硅烷偶联剂。
  10. 一种液晶显示装置，其特征在于，包括一偏光片以及彩膜 基板，所述偏光片上设有一纯色膜；和/或所述彩膜基板上设有一纯色膜，所述纯色膜的材料包括一纯色材料，所述纯色材料包括：树脂、光起始剂、溶剂、添加剂以及通过权力要求1所述的罗丹明类染料单体低聚合物的制备方法形成的罗丹明类染料单体低聚合物。
  11. 根据权利要求10所述的液晶显示装置，其特征在于，所述树脂包括透明的丙烯酸树脂，所述丙烯酸树脂包括甲基丙烯酸二甲胺乙酯、甲基丙烯酸丁酯、甲基丙烯酸羟乙酯、甲基丙烯酸环己酯以及甲基丙烯酸异辛酯中的一种或多种组合；
    所述光起始剂包括苯乙酮衍生物:α,α-二乙氧基苯乙酮、2-甲基-2-吗啉代-1-(4-甲基苯硫基)丙烷-1-酮记忆HMPP中的一种或多种组合；
    所述溶剂包括丙二醇甲醚醋酸酯、丙二醇单甲醚以及乙醇胺中的一种或多种组合；所述添加剂包括硅烷偶联剂。
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