WO2020237852A1 - Cured coating material, preparation method of cured coating material and display device - Google Patents

Cured coating material, preparation method of cured coating material and display device Download PDF

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WO2020237852A1
WO2020237852A1 PCT/CN2019/101870 CN2019101870W WO2020237852A1 WO 2020237852 A1 WO2020237852 A1 WO 2020237852A1 CN 2019101870 W CN2019101870 W CN 2019101870W WO 2020237852 A1 WO2020237852 A1 WO 2020237852A1
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reactant
layer material
hardened layer
mixture
structural formula
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PCT/CN2019/101870
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赵远
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武汉华星光电半导体显示技术有限公司
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • G09F9/301—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements flexible foldable or roll-able electronic displays, e.g. thin LCD, OLED

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  • This application relates to the field of display, in particular to a hardened layer material, a method for preparing hardened layer material, and a display device.
  • the Hardened Layer Material (HLM) used for the foldable screen cover sheet is composed of organic polymers containing various functional groups.
  • Most of the polymers currently used are organic-inorganic hybrid siloxane polymerization Things.
  • organic polymer materials generally have low thermal stability.
  • free radicals generated by the catalyst or oxygen in the air easily cause the oxidative degradation of the polymer hydrocarbon skeleton, and the degree of yellowing is high, which will result in poor light transmittance of the hardened layer material.
  • the purpose of the present application is to provide a hardened layer material, a preparation method of the hardened layer material, and a display device, which can solve the technical problem of poor light transmittance of the existing hardened layer material.
  • the application provides a hardened layer material, the structural formula of the hardened layer material is Wherein, the structural formula of R 1 is The structural formula of R 2 is The values of m and n are both between 40 and 60.
  • This application provides a method for preparing a hardened layer material, including:
  • a first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is The structural formula of the second reactant is The structural formula of the hardened layer material is The structural formula of R 1 is The structural formula of R2 is The values of m and n are both between 40 and 60;
  • the corresponding relationship between the molar amount of the first reactant and the molar amount of the second reactant is 6 moles of the first
  • the reactant corresponds to 4 moles to 9 moles of the second reactant
  • the first solution includes tetrahydrofuran, water, and a first additive
  • the first additive includes potassium carbonate, One or a combination of sodium carbonate and sodium bicarbonate.
  • the reaction temperature at which the first reactant and the second reactant react to form the hardened layer material is room temperature.
  • the reaction time for the first reactant and the second reactant to react to form the hardened layer material is 72 hours to 120 hours.
  • the step of providing a first reactant and a second reactant, and the first reactant and the second reactant react to form the hardened layer material includes:
  • the mixture including the hardened layer material is separated and purified to obtain the hardened layer material.
  • the step of separating and purifying the mixture including the hardened layer material to obtain the hardened layer material includes:
  • the extraction solvent in the third mixture is removed to obtain the hardened layer material.
  • the first mixture is dissolved in an extraction solvent, and the extraction solvent includes one or more of dichloromethane, chloroform and tetrahydrofuran combination.
  • the application also provides a method for preparing hardened layer material, including:
  • a first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is The structural formula of the second reactant is The structural formula of the hardened layer material is The structural formula of R 1 is The structural formula of R2 is The values of m and n are both between 40 and 60.
  • the molar amount of the first reactant and the second reactant are The corresponding relationship of the molar amount of is that 6 moles of the first reactant corresponds to 4 moles to 9 moles of the second reactant.
  • the first reactant and the second reactant react in a first solution to form the hardened layer material, and the first solution includes tetrahydrofuran, water, and
  • the first additive includes one or a combination of potassium carbonate, sodium carbonate, and sodium bicarbonate.
  • the reaction temperature at which the first reactant and the second reactant react to form the hardened layer material is room temperature.
  • the reaction time for the first reactant and the second reactant to react to form the hardened layer material is 72 hours to 120 hours.
  • the step of providing a first reactant and a second reactant, and the first reactant and the second reactant react to form the hardened layer material includes:
  • the mixture including the hardened layer material is separated and purified to obtain the hardened layer material.
  • the step of separating and purifying the mixture including the hardened layer material to obtain the hardened layer material includes:
  • the extraction solvent in the third mixture is removed to obtain the hardened layer material.
  • the first mixture is dissolved in an extraction solvent, and the extraction solvent includes one or more of dichloromethane, chloroform and tetrahydrofuran combination.
  • the structure of the hardened layer material is wherein, the structural formula of R 1 is The structural formula of R 2 is The values of m and n are between 40 and 60, which can effectively prevent yellowing of the hardened layer material, enhance the light transmission rate of the hardened layer material, and improve the optical performance of the hardened layer material.
  • FIG. 1 is a schematic diagram of the structure of the display device provided by this application.
  • the application provides a hardened layer material, the structural formula of the hardened layer material is Wherein, the structural formula of R 1 is The structural formula of R 2 is The values of m and n are both between 40 and 60.
  • the hardened layer material provided in this application is made by polymerizing a germanium-oxygen polymer containing a benzene ring and a germanium-oxygen polymer containing an epoxy functional group.
  • the polymerization of epoxy groups belongs to cationic photopolymerization, thus forming a series of hardening Layer material.
  • the application also provides a method for preparing the hardened layer material.
  • the preparation method of the hardened layer material includes:
  • a first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is The structural formula of the second reactant is The structural formula of the hardened layer material is The structural formula of R 1 is The structural formula of R2 is The values of m and n are both between 40 and 60.
  • the general reaction formula of the first reactant and the second reactant to form the hardened layer material may be:
  • the corresponding relationship between the molar amount of the first reactant and the molar amount of the second reactant is 6 moles of the first
  • the reactant corresponds to 4 moles to 9 moles of the second reactant.
  • the first reactant and the second reactant react in the first solution to form the hardened layer material.
  • the first solution may include tetrahydrofuran, water, and a first additive.
  • the first additive may include one or a combination of potassium carbonate, sodium carbonate, and sodium bicarbonate.
  • the first reactant may be The second reactant can be any reactant.
  • the first reactant And the second reactant The reaction equation for reacting to form the hardened layer material is:
  • the corresponding relationship between the molar amounts of the first reactant and the second reactant may be 3 millimoles of the first reactant corresponding to 2 millimoles of the second reactant, and the reaction is stirred at room temperature for 120 hours, or Stir at room temperature until the molecular weight reaches the maximum.
  • the molecular weight can be obtained by gel permeation chromatography (GPC) testing at different time points. When the molecular weight does not continue to increase, it is considered that the molecular weight reaches the maximum, and the material including the hardened layer is obtained. And then separate and purify to obtain the hardened layer material The hardened layer material is a white solid.
  • the first reactant may be The second reactant can be any reactant.
  • the first reactant And the second reactant The reaction equation for reacting to form the hardened layer material is:
  • the corresponding relationship between the molar amounts of the first reactant and the second reactant may be 3 millimoles of the first reactant corresponding to 2 millimoles of the second reactant, and the reaction is stirred at room temperature for five days, or Stir at room temperature until the molecular weight reaches the maximum.
  • the molecular weight can be obtained by gel permeation chromatography (GPC) testing at different time points. When the molecular weight does not continue to increase, it is considered that the molecular weight reaches the maximum, and the material including the hardened layer is obtained. And then separate and purify to obtain the hardened layer material The hardened layer material is a white solid.
  • a rotary evaporator can be used to remove the organic solvent tetrahydrofuran in the mixture including the hardened layer material to obtain a first mixture, the first mixture is dissolved in an extraction solvent, and extracted with water for 2 to 5 times.
  • Obtain the second mixture then add anhydrous magnesium sulfate to the second mixture, stir for 18 hours to remove the water in the second mixture to obtain a third mixture, and finally filter to remove the extraction solvent in the third mixture to obtain a white solid. That is, the hardened layer material.
  • the extraction solvent may be one or a combination of dichloromethane, trichloromethane and tetrahydrofuran.
  • FIG. 1 is a schematic structural diagram of a display device provided by this application.
  • a display device provided by this application includes a display panel 10, a protective cover 11 and a hardened layer 12.
  • a protective cover 11 is provided on the light emitting side of the display panel 10, and the hardened layer 12 is provided on the protective cover 11.
  • the hardened layer 12 includes hardened layer material, and the structural formula of the hardened layer material is Wherein, the structural formula of R 1 is The structural formula of R 2 is One of them; the values of m and n are both between 40 and 60.
  • the hardened layer 12 includes at least one hardened layer material. Specifically, the hardened layer 12 includes two or more hardened layer materials.
  • the hardened layer material is formed by polymerizing a germanium-oxygen polymer containing a benzene ring and a germanium-oxygen polymer containing an epoxy functional group.
  • the polymerization of epoxy groups belongs to cationic photopolymerization, thereby forming A series of hardened layer materials.
  • Table 1 is a performance data table of the hardened layer material film provided by this application.
  • the hardened layer material is formed by polymerizing the germanium-oxygen polymer containing benzene ring and the germanium-oxygen polymer containing epoxy functional group to realize light
  • a hardened layer material with good throughput rate a method for preparing hardened layer material, and a display device.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
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Abstract

Provided is a cured coating material, a preparation method of the cured coating material and a display device. The cured coating material is formed by polymerizing a germanium‐oxygen compound containing a benzene ring and a germanium‐oxygen compound containing an epoxy functional group. By adding different epoxy functional groups to a germanium-oxygen polymer, the thermal stability of the germanium-oxygen polymer can be significantly improved, yellowing can be effectively prevented, and the optical performance can be improved, thereby increasing the light transmittance of the cured coating material.

Description

硬化层材料、硬化层材料的制备方法及显示装置Hardened layer material, preparation method of hardened layer material and display device 技术领域Technical field
本申请涉及显示领域，具体涉及一种硬化层材料、硬化层材料的制备方法及显示装置。This application relates to the field of display, in particular to a hardened layer material, a method for preparing hardened layer material, and a display device.
背景技术Background technique
目前，用于可折叠屏幕覆盖板的硬化层材料(Hardened Layer Material，HLM)都是由含有各种官能团的有机聚合物组成，目前所用的聚合物大多是有机-无机杂化的硅氧烷聚合物。但是有机聚合物材料一般热稳定性较低，同时催化剂产生的自由基或空气中的氧气容易引发聚合物烃骨架氧化降解，黄化程度较高，从而会导致硬化层材料光透过率差。At present, the Hardened Layer Material (HLM) used for the foldable screen cover sheet is composed of organic polymers containing various functional groups. Most of the polymers currently used are organic-inorganic hybrid siloxane polymerization Things. However, organic polymer materials generally have low thermal stability. At the same time, free radicals generated by the catalyst or oxygen in the air easily cause the oxidative degradation of the polymer hydrocarbon skeleton, and the degree of yellowing is high, which will result in poor light transmittance of the hardened layer material.
技术问题technical problem
本申请的目的在于提供一种硬化层材料、硬化层材料的制备方法及显示装置，能够解决现有硬化层材料光透过率差的技术问题。The purpose of the present application is to provide a hardened layer material, a preparation method of the hardened layer material, and a display device, which can solve the technical problem of poor light transmittance of the existing hardened layer material.
技术解决方案Technical solutions
本申请提供一种硬化层材料，所述硬化层材料的结构式为
Figure PCTCN2019101870-appb-000001
其中，所述R 1的结构式为
Figure PCTCN2019101870-appb-000002
所述R 2的结构式为
Figure PCTCN2019101870-appb-000003
所述m和n的值均在40到60之间。 The application provides a hardened layer material, the structural formula of the hardened layer material is
Figure PCTCN2019101870-appb-000001
Wherein, the structural formula of R 1 is
Figure PCTCN2019101870-appb-000002
The structural formula of R 2 is
Figure PCTCN2019101870-appb-000003
The values of m and n are both between 40 and 60.
本申请提供一种硬化层材料的制备方法，包括：This application provides a method for preparing a hardened layer material, including:
提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料，其中，所述第一反应物的结构式为
Figure PCTCN2019101870-appb-000004
所述第二 反应物的结构式为
Figure PCTCN2019101870-appb-000005
所述硬化层材料的结构式为
Figure PCTCN2019101870-appb-000006
所述R 1的结构式为
Figure PCTCN2019101870-appb-000007
所述R2的结构式为
Figure PCTCN2019101870-appb-000008
所述m和n的值均在40到60之间； A first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is
Figure PCTCN2019101870-appb-000004
The structural formula of the second reactant is
Figure PCTCN2019101870-appb-000005
The structural formula of the hardened layer material is
Figure PCTCN2019101870-appb-000006
The structural formula of R 1 is
Figure PCTCN2019101870-appb-000007
The structural formula of R2 is
Figure PCTCN2019101870-appb-000008
The values of m and n are both between 40 and 60;
在所述第一反应物和第二反应物进行反应生成所述硬化层材料中，所述第一反应物的摩尔量和第二反应物的摩尔量的对应关系为6摩尔的所述第一反应物对应4摩尔到9摩尔的所述第二反应物；In the reaction between the first reactant and the second reactant to form the hardened layer material, the corresponding relationship between the molar amount of the first reactant and the molar amount of the second reactant is 6 moles of the first The reactant corresponds to 4 moles to 9 moles of the second reactant;
在所述第一反应物和第二反应物在第一溶液中进行反应生成所述硬化层材料中，所述第一溶液包括四氢呋喃、水和第一添加剂，所述第一添加剂包括碳酸钾、碳酸钠、碳酸氢钠中的一种或几种的组合。When the first reactant and the second reactant react in a first solution to form the hardened layer material, the first solution includes tetrahydrofuran, water, and a first additive, and the first additive includes potassium carbonate, One or a combination of sodium carbonate and sodium bicarbonate.
在本申请所提供的硬化层材料的制备方法中，所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应温度为室温。In the method for preparing the hardened layer material provided in the present application, the reaction temperature at which the first reactant and the second reactant react to form the hardened layer material is room temperature.
在本申请所提供的硬化层材料的制备方法中，所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应时间为72小时-120小时。In the method for preparing the hardened layer material provided in the present application, the reaction time for the first reactant and the second reactant to react to form the hardened layer material is 72 hours to 120 hours.
在本申请所提供的硬化层材料的制备方法中，所述提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料的步骤包括：In the preparation method of the hardened layer material provided in the present application, the step of providing a first reactant and a second reactant, and the first reactant and the second reactant react to form the hardened layer material includes:
提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成包括所述硬化层材料的混合物；Providing a first reactant and a second reactant, the first reactant and the second reactant react to form a mixture including the hardened layer material;
对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料。The mixture including the hardened layer material is separated and purified to obtain the hardened layer material.
在本申请所提供的硬化层材料的制备方法中，所述对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料的步骤包括：In the preparation method of the hardened layer material provided in the present application, the step of separating and purifying the mixture including the hardened layer material to obtain the hardened layer material includes:
除去所述包括所述硬化层材料的混合物中的有机溶剂，得到第一混合物；Removing the organic solvent in the mixture including the hardened layer material to obtain a first mixture;
将所述第一混合物溶于萃取溶剂，用水萃取，得到第二混合物；Dissolving the first mixture in an extraction solvent and extracting with water to obtain a second mixture;
除去所述第二混合物中的水，得到第三混合物；Removing the water in the second mixture to obtain a third mixture;
除去所述第三混合物中的萃取溶剂，得到所述硬化层材料。The extraction solvent in the third mixture is removed to obtain the hardened layer material.
在本申请所提供的硬化层材料的制备方法中，所述将所述第一混合物溶于萃取溶剂中，所述萃取溶剂包括二氯甲烷、三氯甲烷和四氢呋喃中的一种或几种的组合。In the preparation method of the hardened layer material provided in this application, the first mixture is dissolved in an extraction solvent, and the extraction solvent includes one or more of dichloromethane, chloroform and tetrahydrofuran combination.
本申请还提供一种硬化层材料的制备方法，包括：The application also provides a method for preparing hardened layer material, including:
提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料，其中，所述第一反应物的结构式为
Figure PCTCN2019101870-appb-000009
所述第二反应物的结构式为
Figure PCTCN2019101870-appb-000010
所述硬化层材料的结构式为
Figure PCTCN2019101870-appb-000011
所述R 1的结构式为
Figure PCTCN2019101870-appb-000012
所述R2的结构式为
Figure PCTCN2019101870-appb-000013
所述m和n的值均在40到60之间。 A first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is
Figure PCTCN2019101870-appb-000009
The structural formula of the second reactant is
Figure PCTCN2019101870-appb-000010
The structural formula of the hardened layer material is
Figure PCTCN2019101870-appb-000011
The structural formula of R 1 is
Figure PCTCN2019101870-appb-000012
The structural formula of R2 is
Figure PCTCN2019101870-appb-000013
The values of m and n are both between 40 and 60.
在本申请所提供的硬化层材料的制备方法中，在所述第一反应物和第二反应物进行反应生成所述硬化层材料中，所述第一反应物的摩尔量和第二反应物的摩尔量的对应关系为6摩尔的所述第一反应物对应4摩尔到9摩尔的所述第 二反应物。In the method for preparing the hardened layer material provided in the present application, in the first reactant and the second reactant react to form the hardened layer material, the molar amount of the first reactant and the second reactant are The corresponding relationship of the molar amount of is that 6 moles of the first reactant corresponds to 4 moles to 9 moles of the second reactant.
在本申请所提供的硬化层材料的制备方法中，所述第一反应物和第二反应物在第一溶液中进行反应生成所述硬化层材料中，所述第一溶液包括四氢呋喃、水和第一添加剂，所述第一添加剂包括碳酸钾、碳酸钠、碳酸氢钠中的一种或几种的组合。In the preparation method of the hardened layer material provided by the present application, the first reactant and the second reactant react in a first solution to form the hardened layer material, and the first solution includes tetrahydrofuran, water, and The first additive, the first additive includes one or a combination of potassium carbonate, sodium carbonate, and sodium bicarbonate.
在本申请所提供的硬化层材料的制备方法中，所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应温度为室温。In the method for preparing the hardened layer material provided in the present application, the reaction temperature at which the first reactant and the second reactant react to form the hardened layer material is room temperature.
在本申请所提供的硬化层材料的制备方法中，所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应时间为72小时-120小时。In the method for preparing the hardened layer material provided in the present application, the reaction time for the first reactant and the second reactant to react to form the hardened layer material is 72 hours to 120 hours.
在本申请所提供的硬化层材料的制备方法中，所述提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料的步骤包括：In the preparation method of the hardened layer material provided in the present application, the step of providing a first reactant and a second reactant, and the first reactant and the second reactant react to form the hardened layer material includes:
提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成包括所述硬化层材料的混合物；Providing a first reactant and a second reactant, the first reactant and the second reactant react to form a mixture including the hardened layer material;
对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料。The mixture including the hardened layer material is separated and purified to obtain the hardened layer material.
在本申请所提供的硬化层材料的制备方法中，所述对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料的步骤包括：In the preparation method of the hardened layer material provided in the present application, the step of separating and purifying the mixture including the hardened layer material to obtain the hardened layer material includes:
除去所述包括所述硬化层材料的混合物中的有机溶剂，得到第一混合物；Removing the organic solvent in the mixture including the hardened layer material to obtain a first mixture;
将所述第一混合物溶于萃取溶剂，用水萃取，得到第二混合物；Dissolving the first mixture in an extraction solvent and extracting with water to obtain a second mixture;
除去所述第二混合物中的水，得到第三混合物；Removing the water in the second mixture to obtain a third mixture;
除去所述第三混合物中的萃取溶剂，得到所述硬化层材料。The extraction solvent in the third mixture is removed to obtain the hardened layer material.
在本申请所提供的硬化层材料的制备方法中，所述将所述第一混合物溶于萃取溶剂中，所述萃取溶剂包括二氯甲烷、三氯甲烷和四氢呋喃中的一种或几 种的组合。In the preparation method of the hardened layer material provided in this application, the first mixture is dissolved in an extraction solvent, and the extraction solvent includes one or more of dichloromethane, chloroform and tetrahydrofuran combination.
有益效果Beneficial effect
在本申请所提供的一种硬化层材料、硬化层材料的制备方法及显示装置中，所述硬化层材料的结构式为
Figure PCTCN2019101870-appb-000014
其中，所述R 1的结构式为
Figure PCTCN2019101870-appb-000015
所述R 2的结构式为
Figure PCTCN2019101870-appb-000016
所述m和n的值均在40到60之间，从而能够有效防止硬化层材料黄化，增强硬化层材料的光通过率，提高硬化层材料的光学性能。 In the hardened layer material, hardened layer material preparation method, and display device provided by the present application, the structure of the hardened layer material is
Figure PCTCN2019101870-appb-000014
Wherein, the structural formula of R 1 is
Figure PCTCN2019101870-appb-000015
The structural formula of R 2 is
Figure PCTCN2019101870-appb-000016
The values of m and n are between 40 and 60, which can effectively prevent yellowing of the hardened layer material, enhance the light transmission rate of the hardened layer material, and improve the optical performance of the hardened layer material.
附图说明Description of the drawings
为了更清楚地说明本申请中的技术方案，下面将对实施方式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申请的一些实施方式，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。In order to explain the technical solutions in this application more clearly, the following will briefly introduce the drawings needed in the description of the embodiments. Obviously, the drawings in the following description are only some embodiments of the application. For those skilled in the art, they can obtain other drawings based on these drawings without creative work.
图1为本申请所提供的显示装置的结构示意图。FIG. 1 is a schematic diagram of the structure of the display device provided by this application.
本发明的实施方式Embodiments of the invention
下面将结合本申请实施方式中的附图，对本申请中的技术方案进行清楚、完整地描述。显然，所描述的实施方式仅仅是本申请一部分实施方式，而不是全部的实施方式。基于本申请中的实施方式，本领域技术人员在没有做出创造性劳动前提下所获得的所有其他实施方式，都属于本申请保护的范围。The technical solutions in this application will be clearly and completely described below in conjunction with the drawings in the implementation manners of this application. Obviously, the described implementations are only a part of the implementations of this application, rather than all of the implementations. Based on the implementation manners in this application, all other implementation manners obtained by those skilled in the art without creative work shall fall within the protection scope of this application.
本申请提供一种硬化层材料，所述硬化层材料的结构式为
Figure PCTCN2019101870-appb-000017
其中，所述R 1的结构式为
Figure PCTCN2019101870-appb-000018
所述R 2的结构式为
Figure PCTCN2019101870-appb-000019
所述m和n的值均在40到60之间。 The application provides a hardened layer material, the structural formula of the hardened layer material is
Figure PCTCN2019101870-appb-000017
Wherein, the structural formula of R 1 is
Figure PCTCN2019101870-appb-000018
The structural formula of R 2 is
Figure PCTCN2019101870-appb-000019
The values of m and n are both between 40 and 60.
本申请提供的硬化层材料是通过含有苯环的锗氧聚合物和含有环氧官能团的锗氧聚合物聚合而成，此外，环氧基团的聚合属于阳离子光聚合，从而形成了一系列硬化层材料。The hardened layer material provided in this application is made by polymerizing a germanium-oxygen polymer containing a benzene ring and a germanium-oxygen polymer containing an epoxy functional group. In addition, the polymerization of epoxy groups belongs to cationic photopolymerization, thus forming a series of hardening Layer material.
本申请还提供一种硬化层材料的制备方法。所述硬化层材料的制备方法包括：The application also provides a method for preparing the hardened layer material. The preparation method of the hardened layer material includes:
提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料，其中，所述第一反应物的结构式为
Figure PCTCN2019101870-appb-000020
所述第二反应物的结构式为
Figure PCTCN2019101870-appb-000021
所述硬化层材料的结构式为
Figure PCTCN2019101870-appb-000022
所述R 1的结构式为
Figure PCTCN2019101870-appb-000023
所述R2的结构式为
Figure PCTCN2019101870-appb-000024
所述m和n的值均在40到60之间。 A first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is
Figure PCTCN2019101870-appb-000020
The structural formula of the second reactant is
Figure PCTCN2019101870-appb-000021
The structural formula of the hardened layer material is
Figure PCTCN2019101870-appb-000022
The structural formula of R 1 is
Figure PCTCN2019101870-appb-000023
The structural formula of R2 is
Figure PCTCN2019101870-appb-000024
The values of m and n are both between 40 and 60.
所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应通式可以为：The general reaction formula of the first reactant and the second reactant to form the hardened layer material may be:
Figure PCTCN2019101870-appb-000025
Figure PCTCN2019101870-appb-000025
在所述第一反应物和第二反应物进行反应生成所述硬化层材料中，所述第一反应物的摩尔量和第二反应物的摩尔量的对应关系为6摩尔的所述第一反应物对应4摩尔到9摩尔的所述第二反应物。In the reaction between the first reactant and the second reactant to form the hardened layer material, the corresponding relationship between the molar amount of the first reactant and the molar amount of the second reactant is 6 moles of the first The reactant corresponds to 4 moles to 9 moles of the second reactant.
所述第一反应物和第二反应物在第一溶液中进行反应生成所述硬化层材料。所述第一溶液可以包括四氢呋喃、水和第一添加剂。所述第一添加剂可以包括碳酸钾、碳酸钠、碳酸氢钠中的一种或几种的组合。The first reactant and the second reactant react in the first solution to form the hardened layer material. The first solution may include tetrahydrofuran, water, and a first additive. The first additive may include one or a combination of potassium carbonate, sodium carbonate, and sodium bicarbonate.
在一种实施方式中，所述第一反应物可以为
Figure PCTCN2019101870-appb-000026
所述第二反应物可以为
Figure PCTCN2019101870-appb-000027
In one embodiment, the first reactant may be
Figure PCTCN2019101870-appb-000026
The second reactant can be
Figure PCTCN2019101870-appb-000027
所述第一反应物
Figure PCTCN2019101870-appb-000028
和第二反应物
Figure PCTCN2019101870-appb-000029
进行反应生成所述硬化层材料的反应方程式为： The first reactant
Figure PCTCN2019101870-appb-000028
And the second reactant
Figure PCTCN2019101870-appb-000029
The reaction equation for reacting to form the hardened layer material is:
Figure PCTCN2019101870-appb-000030
Figure PCTCN2019101870-appb-000030
在实际操作中，在圆底烧瓶中加入碳酸钾、去离子水和四氢呋喃，然后在氮气氛围下加入第一反应物
Figure PCTCN2019101870-appb-000031
和第二反应物
Figure PCTCN2019101870-appb-000032
所述第一反应物和第二反应物的摩尔量的对应关系可以为3毫摩的所述第一反应物对应2毫摩的所述第二反应物，在室温下搅拌反应120小时，或者在室温下搅拌直到分子量达到最大，所述分子量可以通过在不同时间点内由凝胶渗透色谱(GPC)测试得到，当分子量不再继续增大就认为分子量达到最大，得到包括所述硬化层材料的混合物，然后分离提纯，得到所述硬化层材料
Figure PCTCN2019101870-appb-000033
所述硬化层材料为白色固体。 In actual operation, potassium carbonate, deionized water and tetrahydrofuran are added to the round bottom flask, and then the first reactant is added under nitrogen atmosphere
Figure PCTCN2019101870-appb-000031
And the second reactant
Figure PCTCN2019101870-appb-000032
The corresponding relationship between the molar amounts of the first reactant and the second reactant may be 3 millimoles of the first reactant corresponding to 2 millimoles of the second reactant, and the reaction is stirred at room temperature for 120 hours, or Stir at room temperature until the molecular weight reaches the maximum. The molecular weight can be obtained by gel permeation chromatography (GPC) testing at different time points. When the molecular weight does not continue to increase, it is considered that the molecular weight reaches the maximum, and the material including the hardened layer is obtained. And then separate and purify to obtain the hardened layer material
Figure PCTCN2019101870-appb-000033
The hardened layer material is a white solid.
在一种实施方式中，所述第一反应物可以为
Figure PCTCN2019101870-appb-000034
所述第二反应物可以为
Figure PCTCN2019101870-appb-000035
In one embodiment, the first reactant may be
Figure PCTCN2019101870-appb-000034
The second reactant can be
Figure PCTCN2019101870-appb-000035
所述第一反应物
Figure PCTCN2019101870-appb-000036
和第二反应物
Figure PCTCN2019101870-appb-000037
进行反应生成所述硬化层材料的反应方程式为： The first reactant
Figure PCTCN2019101870-appb-000036
And the second reactant
Figure PCTCN2019101870-appb-000037
The reaction equation for reacting to form the hardened layer material is:
Figure PCTCN2019101870-appb-000038
Figure PCTCN2019101870-appb-000038
在实际操作中，在圆底烧瓶中加入碳酸钾、去离子水和四氢呋喃，然后在 氮气氛围下加入第一反应物
Figure PCTCN2019101870-appb-000039
和第二反应物
Figure PCTCN2019101870-appb-000040
所述第一反应物和第二反应物的摩尔量的对应关系可以为3毫摩的所述第一反应物对应2毫摩的所述第二反应物，在室温下搅拌反应五天，或者在室温下搅拌直到分子量达到最大，所述分子量可以通过在不同时间点内由凝胶渗透色谱(GPC)测试得到，当分子量不再继续增大就认为分子量达到最大，得到包括所述硬化层材料的混合物，然后分离提纯，得到所述硬化层材料
Figure PCTCN2019101870-appb-000041
所述硬化层材料为白色固体。 In actual operation, potassium carbonate, deionized water and tetrahydrofuran are added to the round bottom flask, and then the first reactant is added under nitrogen atmosphere
Figure PCTCN2019101870-appb-000039
And the second reactant
Figure PCTCN2019101870-appb-000040
The corresponding relationship between the molar amounts of the first reactant and the second reactant may be 3 millimoles of the first reactant corresponding to 2 millimoles of the second reactant, and the reaction is stirred at room temperature for five days, or Stir at room temperature until the molecular weight reaches the maximum. The molecular weight can be obtained by gel permeation chromatography (GPC) testing at different time points. When the molecular weight does not continue to increase, it is considered that the molecular weight reaches the maximum, and the material including the hardened layer is obtained. And then separate and purify to obtain the hardened layer material
Figure PCTCN2019101870-appb-000041
The hardened layer material is a white solid.
在分离提纯中，可以先使用旋转蒸发仪除去所述包括所述硬化层材料的混合物中的有机溶剂四氢呋喃，得到第一混合物，将第一混合物溶于萃取溶剂，水萃取2次-5次，得到第二混合物，然后往第二混合物中加入无水硫酸镁，搅拌18个小时除去第二混合物中的水，得到第三混合物，最后过滤除去第三混合物中的萃取溶剂，得到白色固体，也即所述硬化层材料。In the separation and purification, a rotary evaporator can be used to remove the organic solvent tetrahydrofuran in the mixture including the hardened layer material to obtain a first mixture, the first mixture is dissolved in an extraction solvent, and extracted with water for 2 to 5 times. Obtain the second mixture, then add anhydrous magnesium sulfate to the second mixture, stir for 18 hours to remove the water in the second mixture to obtain a third mixture, and finally filter to remove the extraction solvent in the third mixture to obtain a white solid. That is, the hardened layer material.
所述萃取溶剂可以为二氯甲烷、三氯甲烷和四氢呋喃中的一种或几种的组合。The extraction solvent may be one or a combination of dichloromethane, trichloromethane and tetrahydrofuran.
图1为本申请所提供的显示装置的结构示意图，本申请提供的一种显示装 置包括显示面板10、保护盖板11和硬化层12。FIG. 1 is a schematic structural diagram of a display device provided by this application. A display device provided by this application includes a display panel 10, a protective cover 11 and a hardened layer 12.
所述显示面板10的出光侧设置有一保护盖板11，所述硬化层12设置于所述保护盖板11上。所述硬化层12包括硬化层材料，所述硬化层的材料的结构式为
Figure PCTCN2019101870-appb-000042
其中，所述R 1的结构式为
Figure PCTCN2019101870-appb-000043
所述R 2的结构式为
Figure PCTCN2019101870-appb-000044
其中的一种；所述m和n的值均在40到60之间。 A protective cover 11 is provided on the light emitting side of the display panel 10, and the hardened layer 12 is provided on the protective cover 11. The hardened layer 12 includes hardened layer material, and the structural formula of the hardened layer material is
Figure PCTCN2019101870-appb-000042
Wherein, the structural formula of R 1 is
Figure PCTCN2019101870-appb-000043
The structural formula of R 2 is
Figure PCTCN2019101870-appb-000044
One of them; the values of m and n are both between 40 and 60.
在一些实施例中，所述硬化层12包括至少一种所述硬化层材料。具体的，所述硬化层12包括两种或两种以上硬化层材料。In some embodiments, the hardened layer 12 includes at least one hardened layer material. Specifically, the hardened layer 12 includes two or more hardened layer materials.
在一些实施例中，所述硬化层材料通过含有苯环的锗氧聚合物和含有环氧官能团的锗氧聚合物聚合而成，此外，环氧基团的聚合属于阳离子光聚合，从而形成了一系列硬化层材料。In some embodiments, the hardened layer material is formed by polymerizing a germanium-oxygen polymer containing a benzene ring and a germanium-oxygen polymer containing an epoxy functional group. In addition, the polymerization of epoxy groups belongs to cationic photopolymerization, thereby forming A series of hardened layer materials.
请参阅表1，表1为本申请所提供的硬化层材料薄膜的性能数据表。Please refer to Table 1. Table 1 is a performance data table of the hardened layer material film provided by this application.
样品sample 重均分子量(kg.mol -1) Weight average molecular weight (kg.mol -1 ) 分散度Dispersion 铅笔硬度Pencil hardness 光透过率(％)Light transmittance (%)
P1P1 1717 2.72.7 4H4H 9696
P2P2 2525 2.92.9 6H6H 9595
表1Table 1
在本申请所提供的硬化层材料、硬化层材料的制备方法及显示装置中，通过含有苯环的锗氧聚合物和含有环氧官能团的锗氧聚合物聚合，形成硬化层材料，以实现光通过率好的硬化层材料、硬化层材料的制备方法及显示装置。In the hardened layer material, hardened layer material preparation method, and display device provided in this application, the hardened layer material is formed by polymerizing the germanium-oxygen polymer containing benzene ring and the germanium-oxygen polymer containing epoxy functional group to realize light A hardened layer material with good throughput rate, a method for preparing hardened layer material, and a display device.
以上对本申请实施方式提供了详细介绍，本文中应用了具体个例对本申请的原理及实施方式进行了阐述，以上实施方式的说明只是用于帮助理解本申请。同 时，对于本领域的技术人员，依据本申请的思想，在具体实施方式及应用范围上均会有改变之处，综上所述，本说明书内容不应理解为对本申请的限制。The above provides a detailed introduction to the implementation of the application, and specific examples are used in this article to describe the principles and implementations of the application, and the description of the implementations above is only used to help understand the application. At the same time, for those skilled in the art, according to the idea of the application, there will be changes in the specific implementation and the scope of application. In summary, the content of this specification should not be construed as limiting the application.

Claims (15)

  1. 一种硬化层材料，其中所述硬化层材料的结构式为
    Figure PCTCN2019101870-appb-100001
    其中，所述R 1的结构式为
    Figure PCTCN2019101870-appb-100002
    所述R 2的结构式为
    Figure PCTCN2019101870-appb-100003
    所述m和n的值均在40到60之间。     A hardened layer material, wherein the structural formula of the hardened layer material is
    Figure PCTCN2019101870-appb-100001
    Wherein, the structural formula of R 1 is
    Figure PCTCN2019101870-appb-100002
    The structural formula of R 2 is
    Figure PCTCN2019101870-appb-100003
    The values of m and n are both between 40 and 60.
  2. 一种硬化层材料的制备方法，其包括：A preparation method of hardened layer material, which includes:
    提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料，其中，所述第一反应物的结构式为
    Figure PCTCN2019101870-appb-100004
    所述第二反应物的结构式为
    Figure PCTCN2019101870-appb-100005
    所述硬化层材料的结构式为
    Figure PCTCN2019101870-appb-100006
    所述R 1的结构式为
    Figure PCTCN2019101870-appb-100007
    所述R2的结构式为
    Figure PCTCN2019101870-appb-100008
    所述m和n的值均在40到60之间；     A first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is
    Figure PCTCN2019101870-appb-100004
    The structural formula of the second reactant is
    Figure PCTCN2019101870-appb-100005
    The structural formula of the hardened layer material is
    Figure PCTCN2019101870-appb-100006
    The structural formula of R 1 is
    Figure PCTCN2019101870-appb-100007
    The structural formula of R2 is
    Figure PCTCN2019101870-appb-100008
    The values of m and n are both between 40 and 60;
    在所述第一反应物和第二反应物进行反应生成所述硬化层材料中，所述第一反应物的摩尔量和第二反应物的摩尔量的对应关系为6摩尔的所述第一反应物对应4摩尔到9摩尔的所述第二反应物；In the reaction between the first reactant and the second reactant to form the hardened layer material, the corresponding relationship between the molar amount of the first reactant and the molar amount of the second reactant is 6 moles of the first The reactant corresponds to 4 moles to 9 moles of the second reactant;
    在所述第一反应物和第二反应物在第一溶液中进行反应生成所述硬化层材料中，所述第一溶液包括四氢呋喃、水和第一添加剂，所述第一添加剂包括 碳酸钾、碳酸钠、碳酸氢钠中的一种或几种的组合。When the first reactant and the second reactant react in a first solution to form the hardened layer material, the first solution includes tetrahydrofuran, water, and a first additive, and the first additive includes potassium carbonate, One or a combination of sodium carbonate and sodium bicarbonate.
  3. 如权利要求2所述的硬化层材料的制备方法，其中所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应温度为室温。3. The method for preparing a hardened layer material according to claim 2, wherein the reaction temperature at which the first reactant and the second reactant react to form the hardened layer material is room temperature.
  4. 如权利要求2所述的硬化层材料的制备方法，其中所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应时间为72小时-120小时。3. The method for preparing a hardened layer material according to claim 2, wherein the reaction time for the first reactant and the second reactant to react to form the hardened layer material is 72 hours to 120 hours.
  5. 如权利要求2所述的硬化层材料的制备方法，其中所述提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料的步骤包括：The method for preparing a hardened layer material according to claim 2, wherein the step of providing a first reactant and a second reactant, and reacting the first reactant and the second reactant to form the hardened layer material comprises :
    提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成包括所述硬化层材料的混合物；Providing a first reactant and a second reactant, the first reactant and the second reactant react to form a mixture including the hardened layer material;
    对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料。The mixture including the hardened layer material is separated and purified to obtain the hardened layer material.
  6. 如权利要求5所述的硬化层材料的制备方法，其中所述对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料的步骤包括：5. The method for preparing a hardened layer material according to claim 5, wherein the step of separating and purifying the mixture including the hardened layer material to obtain the hardened layer material comprises:
    除去所述包括所述硬化层材料的混合物中的有机溶剂，得到第一混合物；Removing the organic solvent in the mixture including the hardened layer material to obtain a first mixture;
    将所述第一混合物溶于萃取溶剂，用水萃取，得到第二混合物；Dissolving the first mixture in an extraction solvent and extracting with water to obtain a second mixture;
    除去所述第二混合物中的水，得到第三混合物；Removing the water in the second mixture to obtain a third mixture;
    除去所述第三混合物中的萃取溶剂，得到所述硬化层材料。The extraction solvent in the third mixture is removed to obtain the hardened layer material.
  7. 如权利要求6所述的硬化层材料的制备方法，其中所述将所述第一混合物溶于萃取溶剂中，所述萃取溶剂包括二氯甲烷、三氯甲烷和四氢呋喃中的一种或几种的组合。The method for preparing a hardened layer material according to claim 6, wherein the first mixture is dissolved in an extraction solvent, and the extraction solvent includes one or more of dichloromethane, chloroform and tetrahydrofuran The combination.
  8. 一种硬化层材料的制备方法，其包括：A preparation method of hardened layer material, which includes:
    提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生 成所述硬化层材料，其中，所述第一反应物的结构式为
    Figure PCTCN2019101870-appb-100009
    所述第二反应物的结构式为
    Figure PCTCN2019101870-appb-100010
    所述硬化层材料的结构式为
    Figure PCTCN2019101870-appb-100011
    所述R 1的结构式为
    Figure PCTCN2019101870-appb-100012
    所述R2的结构式为
    Figure PCTCN2019101870-appb-100013
    所述m和n的值均在40到60之间。     A first reactant and a second reactant are provided, and the first reactant and the second reactant react to form the hardened layer material, wherein the structural formula of the first reactant is
    Figure PCTCN2019101870-appb-100009
    The structural formula of the second reactant is
    Figure PCTCN2019101870-appb-100010
    The structural formula of the hardened layer material is
    Figure PCTCN2019101870-appb-100011
    The structural formula of R 1 is
    Figure PCTCN2019101870-appb-100012
    The structural formula of R2 is
    Figure PCTCN2019101870-appb-100013
    The values of m and n are both between 40 and 60.
  9. 如权利要求8所述的硬化层材料的制备方法，其中所述第一反应物和第二反应物进行反应生成所述硬化层材料中，所述第一反应物的摩尔量和第二反应物的摩尔量的对应关系为6摩尔的所述第一反应物对应4摩尔到9摩尔的所述第二反应物。The method for preparing a hardened layer material according to claim 8, wherein the first reactant and the second reactant react to form the hardened layer material, the molar amount of the first reactant and the second reactant The corresponding relationship of the molar amount of is that 6 moles of the first reactant corresponds to 4 moles to 9 moles of the second reactant.
  10. 如权利要求8所述的硬化层材料的制备方法，其中所述第一反应物和第二反应物在第一溶液中进行反应生成所述硬化层材料中，所述第一溶液包括四氢呋喃、水和第一添加剂，所述第一添加剂包括碳酸钾、碳酸钠、碳酸氢钠中的一种或几种的组合。The method for preparing a hardened layer material according to claim 8, wherein the first reactant and the second reactant react in a first solution to form the hardened layer material, and the first solution includes tetrahydrofuran, water And the first additive, the first additive includes one or a combination of potassium carbonate, sodium carbonate, and sodium bicarbonate.
  11. 如权利要求8所述的硬化层材料的制备方法，其中所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应温度为室温。8. The method for preparing a hardened layer material according to claim 8, wherein the reaction temperature at which the first reactant and the second reactant react to form the hardened layer material is room temperature.
  12. 如权利要求8所述的硬化层材料的制备方法，其中所述第一反应物和第二反应物进行反应生成所述硬化层材料的反应时间为72小时-120小时。8. The method for preparing a hardened layer material according to claim 8, wherein the reaction time for the first reactant and the second reactant to react to form the hardened layer material is 72 hours to 120 hours.
  13. 如权利要求8所述的硬化层材料的制备方法，其中所述提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成所述硬化层材料 的步骤包括：8. The method for preparing a hardened layer material according to claim 8, wherein the step of providing a first reactant and a second reactant, and reacting the first reactant and the second reactant to form the hardened layer material comprises :
    提供第一反应物和第二反应物，所述第一反应物和第二反应物进行反应生成包括所述硬化层材料的混合物；Providing a first reactant and a second reactant, the first reactant and the second reactant react to form a mixture including the hardened layer material;
    对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料。The mixture including the hardened layer material is separated and purified to obtain the hardened layer material.
  14. 如权利要求13所述的硬化层材料的制备方法，其中所述对包括所述硬化层材料的混合物分离提纯得到所述硬化层材料的步骤包括：The method for preparing a hardened layer material according to claim 13, wherein the step of separating and purifying the mixture including the hardened layer material to obtain the hardened layer material comprises:
    除去所述包括所述硬化层材料的混合物中的有机溶剂，得到第一混合物；Removing the organic solvent in the mixture including the hardened layer material to obtain a first mixture;
    将所述第一混合物溶于萃取溶剂，用水萃取，得到第二混合物；Dissolving the first mixture in an extraction solvent and extracting with water to obtain a second mixture;
    除去所述第二混合物中的水，得到第三混合物；Removing the water in the second mixture to obtain a third mixture;
    除去所述第三混合物中的萃取溶剂，得到所述硬化层材料。The extraction solvent in the third mixture is removed to obtain the hardened layer material.
  15. 如权利要求14所述的硬化层材料的制备方法，其中所述将所述第一混合物溶于萃取溶剂中，所述萃取溶剂包括二氯甲烷、三氯甲烷和四氢呋喃中的一种或几种的组合。The method for preparing a hardened layer material according to claim 14, wherein the first mixture is dissolved in an extraction solvent, and the extraction solvent includes one or more of dichloromethane, chloroform and tetrahydrofuran The combination.
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