WO2020237936A1 - 蓝荧光材料及显示面板 - Google Patents

蓝荧光材料及显示面板 Download PDF

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WO2020237936A1
WO2020237936A1 PCT/CN2019/107771 CN2019107771W WO2020237936A1 WO 2020237936 A1 WO2020237936 A1 WO 2020237936A1 CN 2019107771 W CN2019107771 W CN 2019107771W WO 2020237936 A1 WO2020237936 A1 WO 2020237936A1
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blue fluorescent
fluorescent material
layer
oled display
blue
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白科研
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Wuhan China Star Optoelectronics Semiconductor Display Technology Co Ltd
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Wuhan China Star Optoelectronics Semiconductor Display Technology Co Ltd
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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
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • H10K50/12—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers comprising dopants
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1007—Non-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
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    • C09K2211/1011—Condensed systems
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
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    • C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1059—Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms

Definitions

  • This application relates to the display field, and in particular to a blue fluorescent material and a display panel.
  • OLEDs Organic light-emitting diodes
  • the present application provides a blue fluorescent material and a display panel to alleviate the problem of low luminous efficiency of blue light materials in the existing OLED display panel.
  • This application provides a blue fluorescent material, which is a tetrahedral structure formed by connecting tert-butyl pyrene and a carrier transport unit to the same carbon of cyclohexane at the same time.
  • X 1 , X 2 and X 3 in the general chemical formula are the same ligand.
  • the X 1 , the X 2 and the X 3 are Any of them.
  • At least two of X 1 , X 2 and X 3 in the general chemical formula are different ligands.
  • the X 1 and the X 2 are the same ligand, and the X 1 and the X 3 are different ligands.
  • the X 2 and the X 3 are the same ligand, and the X 1 and the X 2 are different ligands.
  • the X 1 , the X 2 and the X 3 are hydrogen, Any two of them.
  • the X 1 , the X 2 and the X 3 are respectively different ligands.
  • the X 1 , the X 2 and the X 3 are hydrogen, Any three of them.
  • any of the R in this is a C1-C22 alkyl group, a C1-C22 alkoxy group or a C1-C22 heteroalkyl group.
  • the specific structure of the blue fluorescent material includes
  • this application also provides a method for preparing a blue fluorescent material, which includes:
  • the precursor is reacted with a predetermined carrier transport unit to prepare the target blue fluorescent molecule.
  • the specific steps of preparing the precursor include:
  • the specific steps of reacting the precursor with a predetermined carrier transport unit to prepare the target blue fluorescent molecule include:
  • the present application also provides an OLED display panel.
  • the OLED display panel includes a substrate, and a pixel electrode layer, a hole transport layer, a hole injection layer, a light-emitting material layer, an electron injection layer, The electron transport layer and the common electrode layer, wherein the light-emitting material layer includes a red light material layer, a green light material layer, and a blue light material layer, the blue light material layer includes a blue fluorescent material, and the blue fluorescent material is A tetrahedral structure is formed by connecting tert-butyl pyrene and carrier transport unit to the same carbon of cyclohexane at the same time.
  • X 1 , X 2 and X 3 in the general chemical formula are the same ligand.
  • At least two of X 1 , X 2 and X 3 in the general chemical formula are different ligands.
  • the blue fluorescent material is a tetrahedral structure formed by connecting t-butylpyrene and a carrier transport unit to the same carbon of cyclohexane at the same time;
  • tert-butylpyrene can achieve relatively high external quantum efficiency through its triplet-triplet fusion; at the same time, the tetrahedral structure increases the center distance between the activated particles, reduces the risk of concentration quenching, and greatly
  • the film state fluorescence quantum efficiency is increased; in addition, the transmission unit with high carrier mobility can improve the balance of carrier transmission, increase the recombination probability, and further improve the external quantum efficiency of the OLED display device, alleviating the existing OLED display panel There is a problem of low luminous efficiency of blue light materials.
  • Fig. 1 is a preparation flow chart of the blue fluorescent material provided by the embodiment of the application;
  • FIG. 2 is a schematic structural diagram of an OLED display panel provided by an embodiment of the application.
  • OLED display devices use the electroluminescence of electrons and holes in the light-emitting material layer to display. Therefore, the materials in the light-emitting material layer play a vital role in the display of OLED displays, and high luminous efficiency is obtained by such materials.
  • An important prerequisite for practical applications, one of the most effective ways to improve luminous efficiency is to increase the doping concentration of activated ions.
  • the pyrene blue molecule with a rigid planar structure can achieve 11% through triplet-triplet fusion (traditional singlet blue fluorescence The material does not exceed the external quantum efficiency of 5%), but its ⁇ - ⁇ packing is tight, resulting in a concentration quenching effect, that is, a large amount of non-radiative relaxation and energy reverse transfer, which greatly reduces the luminous intensity and efficiency.
  • this application provides a blue fluorescent material to alleviate this problem.
  • the present application provides a blue fluorescent material
  • the blue fluorescent material is a tetrahedral structure
  • its general chemical formula is
  • the embodiment of the application provides a blue fluorescent material, which is a tetrahedral structure in which t-butyl pyrene and a carrier transport unit are simultaneously connected to the same carbon of cyclohexane; wherein, t-butyl Base pyrene can achieve relatively high external quantum efficiency through its triplet-triplet fusion; at the same time, the tetrahedral structure increases the center distance between activated particles, reduces the risk of concentration quenching, and greatly increases the film state Fluorescence quantum efficiency; in addition, the high carrier mobility transmission unit can improve the balance of carrier transmission, increase the recombination probability, further improve the external quantum efficiency of OLED display devices, and alleviate the blue light emission of existing OLED display panels The problem of low efficiency.
  • the ligand X 1 , the ligand X 2 and the ligand X 3 may be the same ligand or different ligands. Different ligand combinations will produce blue fluorescent materials with different structures. Unlike the carrier transport units that share the same carbon with tert-butylpyrene, different numbers of carrier transport units will result in different blue fluorescent materials.
  • the specific structural formula of the blue fluorescent material will be described in detail below through specific embodiments.
  • the ligand X 1 , the ligand X 2 and the ligand X 3 are the same ligand, which is Any of them.
  • the ligand X 1 and the ligand X 2 are the same kind, and the ligand X 1 and the ligand X 3 are different species; or the ligand X 2 and the ligand X 3 are the same kind, and the ligand X 1 and ligand X 2 are different species; they are hydrogen, Any two of them.
  • the ligand X 1 , the ligand X 2 and the ligand X 3 are different ligands, which are hydrogen, Any three of them.
  • R in this is a C1-C22 alkyl group, a C1-C22 alkoxy group or a C1-C22 heteroalkyl group.
  • the specific structure includes
  • the embodiments of the present application provide a method for preparing a blue fluorescent material.
  • the preparation method is to connect t-butyl pyrene and a carrier transport unit to the same carbon of cyclohexane at the same time to form a blue tetrahedral structure.
  • the specific steps of the fluorescent material are shown in Figure 1, including:
  • the precursor is reacted with the preset carrier transport unit to prepare the target blue fluorescent molecule.
  • the embodiment of the application provides a method for preparing a blue fluorescent material, by simultaneously connecting tert-butyl pyrene and a carrier transport unit to the same carbon of cyclohexane to form a blue fluorescent material with a tetrahedral structure; wherein , Tert-butylpyrene can achieve relatively high external quantum efficiency through its triplet-triplet fusion; at the same time, the tetrahedral structure increases the center distance between activated particles, reduces the risk of concentration quenching, and greatly increases
  • the transfer unit with high carrier mobility can improve the balance of carrier transport, increase the probability of recombination, further improve the external quantum efficiency of OLED display devices, and alleviate the existence of existing OLED display panels. The problem of low luminous efficiency of blue light materials.
  • the specific steps of S1 preparing the precursor include:
  • the precursor The synthetic route is:
  • the target structural formula of the blue fluorescent material is The specific steps of S2 reacting the precursor with the preset carrier transport unit include:
  • the synthetic route is:
  • the target structural formula of the blue fluorescent material is The specific steps of S2 reacting the precursor with the preset carrier transport unit include:
  • the synthetic route is:
  • the target structural formula of the blue fluorescent material is The specific steps of S2 reacting the precursor with the preset carrier transport unit include:
  • the synthetic route is:
  • the target structural formula of the blue fluorescent material is The specific steps of S2 reacting the precursor with the preset carrier transport unit include:
  • the synthetic route is:
  • the target structural formula of the blue fluorescent material is The specific steps of S2 reacting the precursor with the preset carrier transport unit include:
  • the synthetic route is:
  • the target structural formula of the blue fluorescent material is The specific steps of S2 reacting the precursor with the preset carrier transport unit include:
  • the synthetic route is:
  • the target structural formula of the blue fluorescent material is The specific steps of S2 reacting the precursor with the preset carrier transport unit include:
  • the synthetic route is:
  • the display panel 1 includes:
  • the substrate 10 is a TFT substrate, which includes a base substrate 101, a semiconductor active layer 102, a gate insulating layer 103, a gate layer 104, and an interlayer which are sequentially stacked from bottom to top.
  • the pixel electrode layer 20 is formed on the substrate 10, and its material is indium tin oxide (ITO), indium gallium zinc oxide (IGZO), zinc oxide (ZnO), tin oxide (SnO), indium zinc oxide (IZO), gallium oxide Zinc (GaZnO), Zinc Tin Oxide (ZTO) or a mixture thereof.
  • ITO indium tin oxide
  • IGZO indium gallium zinc oxide
  • ZnO zinc oxide
  • tin oxide SnO
  • IZO indium zinc oxide
  • ZTO Zinc Tin Oxide
  • the pixel definition layer 30 is formed on the first electrode layer 20 and is used to define a light-emitting area.
  • the light-emitting function layer 40 is formed in the light-emitting area of the pixel definition layer 30, and includes a hole injection layer 401, a hole transport layer 402, a luminescent material layer 403, an electron transport layer 404, and an electron injection layer which are sequentially stacked from bottom to top 405, wherein the luminescent material layer 403 further includes a red light material layer 4031, a green light material layer 4032, and a blue light material layer 4033.
  • the blue light material layer 4033 contains a blue fluorescent material, and the blue fluorescent material is a combination of t-butyl pyrene and
  • the carrier transport unit is simultaneously connected to the same carbon of cyclohexane, forming a tetrahedral structure.
  • the common electrode layer 50 is formed on the light-emitting function layer 40, and its material is one or more of aluminum (Al), calcium (Ca), magnesium (Mg), and silver (Ag).
  • the encapsulation layer 60 is formed on the second electrode layer 50 and includes a first inorganic layer 601, an organic layer 602, and a second inorganic layer 603.
  • the embodiment of the present application provides an OLED display panel.
  • the blue light material layer in the OLED display panel includes a blue fluorescent material.
  • the blue fluorescent material is a combination of t-butyl pyrene and a carrier transport unit connected to cyclohexane at the same time.
  • a tetrahedral structure is formed; among them, tert-butylpyrene can achieve relatively high external quantum efficiency through its triplet-triplet fusion; at the same time, the tetrahedral structure increases the number of activated particles
  • the distance between the centers reduces the risk of concentration quenching and greatly increases the quantum efficiency of film state fluorescence; in addition, the high carrier mobility transmission unit can improve the balance of carrier transmission, increase the recombination probability, and further improve the OLED
  • the external quantum efficiency of the display device alleviates the problem of low luminous efficiency of blue light materials in existing OLED display panels.
  • the OLED display panel protected by the present application refers to the above-mentioned embodiments, but is not limited to the OLED display panel described in the above-mentioned embodiments.
  • the OLED display panel can be prepared using methods known in the art.
  • the chemical formula of the blue fluorescent material in the blue material layer 4033 is
  • the ligand X 1 , the ligand X 2 and the ligand X 3 may be the same ligand or different ligands.
  • the ligand X 1 , the ligand X 2 and the ligand X 3 are the same ligand, which is Any of them.
  • the ligand X 1 and the ligand X 2 are the same kind, and the ligand X 1 and the ligand X 3 are different species; or the ligand X 2 and the ligand X 3 are the same kind, and the ligand X 1 and ligand X 2 are different species; they are hydrogen, Any two of them.
  • the ligand X 1 , the ligand X 2 and the ligand X 3 are different ligands, which are hydrogen, Any three of them.
  • R in this is a C1-C22 alkyl group, a C1-C22 alkoxy group or a C1-C22 heteroalkyl group.
  • the specific structure includes
  • Blue fluorescent materials with different structures have different effects on improving the luminous efficiency of OLED display devices.
  • the pixel electrode layer 20 is indium tin oxide (ITO);
  • the material of the hole injection layer 401 is poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(styrene sulfonic acid) ) (PSS), the thickness is 40nm;
  • the material of the hole transport layer 402 is 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline (TAPC), the thickness is 10nm;
  • the material of layer 4033 is And bis[2-((oxo)diphenylphosphino)phenyl]ether (DPEPO), and The mass ratio of the entire blue material layer 4033 is 4%, the thickness of the blue material layer 4033 is 20 nm;
  • the material of the electron transport layer 404 is 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene (TmPyPB) with a thickness of 30 nm; the
  • the highest brightness of the OLED display device can reach 8230 cd/m 2
  • the highest current efficiency can reach 8.12 cd/A
  • the Y color coordinate is 0.19.
  • the pixel electrode layer 20 is indium tin oxide (ITO);
  • the material of the hole injection layer 401 is poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(styrene sulfonic acid) ) (PSS), the thickness is 40nm;
  • the material of the hole transport layer 402 is 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline (TAPC), the thickness is 10nm;
  • the material of layer 4033 is And bis[2-((oxo)diphenylphosphino)phenyl]ether (DPEPO), and The mass ratio of the entire blue material layer 4033 is 4%, the thickness of the blue material layer 4033 is 20 nm;
  • the material of the electron transport layer 404 is 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene (TmPyPB) with a thickness of 30 nm; the
  • the highest brightness of the OLED display device can reach 8740 cd/m 2
  • the highest current efficiency can reach 8.14 cd/A
  • the Y color coordinate is 0.23.
  • the pixel electrode layer 20 is indium tin oxide (ITO);
  • the material of the hole injection layer 401 is poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(styrene sulfonic acid) ) (PSS), the thickness is 40nm;
  • the material of the hole transport layer 402 is 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline (TAPC), the thickness is 10nm; blue light material
  • the material of layer 4033 is And bis[2-((oxo)diphenylphosphino)phenyl]ether (DPEPO), and The mass ratio of the entire blue material layer 4033 is 4%, the thickness of the blue material layer 4033 is 20 nm;
  • the material of the electron transport layer 404 is 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene (TmPyPB), the thickness is 30 nm;
  • the highest brightness of the OLED display device can reach 6770 cd/m 2
  • the highest current efficiency can reach 5.90 cd/A
  • the Y color coordinate is 0.16.
  • the pixel electrode layer 20 is indium tin oxide (ITO);
  • the material of the hole injection layer 401 is poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(styrene sulfonic acid) ) (PSS), the thickness is 40nm;
  • the material of the hole transport layer 402 is 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline (TAPC), the thickness is 10nm; blue light material
  • the material of layer 4033 is And bis[2-((oxo)diphenylphosphino)phenyl]ether (DPEPO), and The mass ratio of the entire blue material layer 4033 is 4%, the thickness of the blue material layer 4033 is 20 nm;
  • the material of the electron transport layer 404 is 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene (TmPyPB), the thickness is 30 nm;
  • the highest brightness of the OLED display device can reach 5740 cd/m 2
  • the highest current efficiency can reach 5.35 cd/A
  • the Y color coordinate is 0.14.
  • the pixel electrode layer 20 is indium tin oxide (ITO);
  • the material of the hole injection layer 401 is poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(styrene sulfonic acid) ) (PSS), the thickness is 40nm;
  • the material of the hole transport layer 402 is 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline (TAPC), the thickness is 10nm; blue light material
  • the material of layer 4033 is And bis[2-((oxo)diphenylphosphino)phenyl]ether (DPEPO), and The mass ratio of the entire blue material layer 4033 is 4%, the thickness of the blue material layer 4033 is 20 nm;
  • the material of the electron transport layer 404 is 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene (TmPyPB), the thickness is 30 nm;
  • the highest brightness of the OLED display device can reach 8750 cd/m 2
  • the highest current efficiency can reach 7.84 cd/A
  • the Y color coordinate is 0.18.
  • the pixel electrode layer 20 is indium tin oxide (ITO);
  • the material of the hole injection layer 401 is poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(styrene sulfonic acid) ) (PSS), the thickness is 40nm;
  • the material of the hole transport layer 402 is 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline (TAPC), the thickness is 10nm;
  • the material of layer 4033 is And bis[2-((oxo)diphenylphosphino)phenyl]ether (DPEPO), and The mass ratio of the entire blue material layer 4033 is 4%, the thickness of the blue material layer 4033 is 20 nm;
  • the material of the electron transport layer 404 is 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene (TmPyPB) with a thickness of 30 nm; the
  • the highest brightness of the OLED display device can reach 7430 cd/m 2
  • the highest current efficiency can reach 6.50 cd/A
  • the Y color coordinate is 0.17.
  • the pixel electrode layer 20 is indium tin oxide (ITO);
  • the material of the hole injection layer 401 is poly(3,4-ethylenedioxythiophene) (PEDOT) and poly(styrene sulfonic acid) ) (PSS), the thickness is 40nm;
  • the material of the hole transport layer 402 is 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline (TAPC), the thickness is 10nm; blue light material
  • the material of layer 4033 is And bis[2-((oxo)diphenylphosphino)phenyl]ether (DPEPO), and The mass ratio of the entire blue material layer 4033 is 4%, the thickness of the blue material layer 4033 is 20 nm;
  • the material of the electron transport layer 404 is 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene (TmPyPB), the thickness is 30 nm;
  • the highest brightness of the OLED display device can reach 7640 cd/m 2
  • the highest current efficiency can reach 6.91 cd/A
  • the Y color coordinate is 0.20.
  • the present application provides a blue fluorescent material and an OLED display panel.
  • the blue fluorescent material is a tetrahedral structure formed by connecting tert-butyl pyrene and a carrier transport unit to the same carbon of cyclohexane at the same time; wherein , Tert-butylpyrene can achieve relatively high external quantum efficiency through its triplet-triplet fusion; at the same time, the tetrahedral structure increases the center distance between activated particles, reduces the risk of concentration quenching, and greatly increases
  • the transfer unit with high carrier mobility can improve the balance of carrier transport, increase the probability of recombination, further improve the external quantum efficiency of OLED display devices, and alleviate the existence of existing OLED display panels.
  • the problem of low luminous efficiency of blue light materials is a tetrahedral structure formed by connecting tert-butyl pyrene and a carrier transport unit to the same carbon of cyclohexane at the same time; wherein , Tert

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Abstract

一种蓝荧光材料及其OLED显示面板，蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构；其中，叔丁基芘可以通过其三重态‑三重态融合，达到相对较高的外量子效率；同时，四面体的结构增加了激活粒子之间的中心距离，降低了浓度猝灭的风险，大大增加了膜态荧光量子效率；另外，高载流子迁移率的传输单元，可以改善载流子传输的平衡，增加复合几率，进一步提高OLED显示器件的外量子效率，缓解了现有OLED显示面板存在蓝光材料发光效率低的问题。

Description

蓝荧光材料及显示面板 技术领域
本申请涉及显示领域，尤其涉及一种蓝荧光材料及显示面板。
背景技术
有机电致发光二极管(organic light-emitting diodes,OLED)由于具有高对比度、宽视角、低电压、重量轻、自发光、可实现柔性显示等诸多优势，受到学术界和工业界广泛的关注。
为了实现全色的OLED显示，高电致发光效率、优异色纯度和长寿命的蓝光、绿光、红光材料至关重要。目前，绿光和红光材料都已达到产业界的要求，而蓝光材料在效率和寿命上却相差甚远。因此，现有OLED显示面板存在蓝光材料发光效率低的问题，需要解决。
技术问题
本申请提供一种蓝荧光材料及显示面板，以缓解现有OLED显示面板存在蓝光材料发光效率低的问题。
技术解决方案
为解决上述问题，本申请提供的技术方案如下：
本申请提供一种蓝荧光材料，所述蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构。
在本申请提供的蓝荧光材料中，所述蓝荧光材料的化学通式为
Figure PCTCN2019107771-appb-000001
在本申请提供的蓝荧光材料中，所述化学通式中的X 1、X 2和X 3为同一种配体。
在本申请提供的蓝荧光材料中，所述X 1、所述X 2和所述X 3为
Figure PCTCN2019107771-appb-000002
Figure PCTCN2019107771-appb-000003
中的任意一种。
在本申请提供的蓝荧光材料中，所述化学通式中的X 1、X 2和X 3，存在至少两个为不同配体。
在本申请提供的蓝荧光材料中，所述X 1和所述X 2为同种配体，所述X 1和所述X 3为不同配体。
在本申请提供的蓝荧光材料中，所述X 2和所述X 3为同种配体，所述X 1和所述X 2为不同配体。
在本申请提供的蓝荧光材料中，所述X 1、所述X 2和所述X 3为氢、
Figure PCTCN2019107771-appb-000004
Figure PCTCN2019107771-appb-000005
Figure PCTCN2019107771-appb-000006
中的任意两种。
在本申请提供的蓝荧光材料中，所述X 1、所述X 2和所述X 3分 别为不同配体。
在本申请提供的蓝荧光材料中，所述X 1、所述X 2和所述X 3为氢、
Figure PCTCN2019107771-appb-000007
Figure PCTCN2019107771-appb-000008
Figure PCTCN2019107771-appb-000009
中的任意的三种。
在本申请提供的蓝荧光材料中，任一所述
Figure PCTCN2019107771-appb-000010
Figure PCTCN2019107771-appb-000011
Figure PCTCN2019107771-appb-000012
中的R为C1～C22的烷基、C1～C22的烷氧基或C1～C22的杂烷基。
在本申请提供的蓝荧光材料中，所述蓝荧光材料的具体结构包括
Figure PCTCN2019107771-appb-000013
Figure PCTCN2019107771-appb-000014
Figure PCTCN2019107771-appb-000015
同时，本申请还提供一种蓝荧光材料的制备方法，其包括:
制备前驱体；
将所述前驱体与预设载流子传输单元反应，制备得到目标蓝荧光分子。
在本申请提供的蓝荧光材料的制备方法中，所述制备前驱体的具体步骤包括：
在单口瓶中，将
Figure PCTCN2019107771-appb-000016
(4mmol，1.30g)溶解于100mL除水除氧的四氢呋喃中；
取出少量上述溶解液转移至250mL三口瓶中，加入Mg(4.4mmol，0.11g)和一粒碘，搅拌至褪色；
将剩余上述溶解液倒入三口瓶中，搅拌2h；
将上述制成的格式试剂导入到装有
Figure PCTCN2019107771-appb-000017
和环己酮(4.4mmol，0.43g)的单口瓶中，反应5h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得淡黄色前驱体粉末
Figure PCTCN2019107771-appb-000018
在本申请提供的蓝荧光材料的制备方法中，所述将所述前驱体与预设载流子传输单元反应，制备得到目标蓝荧光分子的具体步骤包括：
取所述前驱体(2.2mmol，0.78g)，预设载流子传输单元(2.0mmol)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得到目标蓝荧光分子。
同时，本申请还提供一种OLED显示面板，所述OLED显示面板包括基板，以及在基板上依次层叠设置的像素电极层、空穴传输层、空穴注入层、发光材料层、电子注入层、电子传输层、以及公共电极层，其中，所述发光材料层包括红光材料层、绿光材料层、以及蓝光材料层，所述蓝光材料层包括一种蓝荧光材料，所述蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构。
在本申请提供的OLED显示面板中，所述蓝荧光材料的化学通 式为
Figure PCTCN2019107771-appb-000019
在本申请提供的OLED显示面板中，所述化学通式中的X 1、X 2和X 3为同一种配体。
在本申请提供的OLED显示面板中，所述化学通式中的X 1、X 2和X 3，存在至少两个为不同配体。
有益效果
本申请提供一种蓝荧光材料及其OLED显示面板，其蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构；其中，叔丁基芘可以通过其三重态-三重态融合，达到相对较高的外量子效率；同时，四面体的结构增加了激活粒子之间的中心距离，降低了浓度猝灭的风险，大大增加了膜态荧光量子效率；另外，高载流子迁移率的传输单元，可以改善载流子传输的平衡，增加复合几率，进一步提高OLED显示器件的外量子效率，缓解了现有OLED显示面板存在蓝光材料发光效率低的问题。
附图说明
为了更清楚地说明实施例或现有技术中的技术方案，下面将对实施例或现有技术描述中所需要使用的附图作简单介绍，显而易见地，下面描述中的附图仅仅是发明的一些实施例，对于本领域普通技术人员来讲，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为本申请实施例提供的蓝荧光材料的制备流程图；
图2为本申请实施例提供的OLED显示面板的结构示意图。
本发明的实施方式
以下各实施例的说明是参考附加的图示，用以例示本申请可用以实施的特定实施例。本申请所提到的方向用语，例如[上]、[下]、[前]、[后]、[左]、[右]、[内]、[外]、[侧面]等，仅是参考附加图式的方向。因此，使用的方向用语是用以说明及理解本申请，而非用以限制本申请。在图中，结构相似的单元是用以相同标号表示。
OLED显示器件是利用电子和空穴在发光材料层中的电致发光来显示的，因此发光材料层内的材料对于OLED显示器的显示具有至关重要的作用，而高发光效率是这类材料获得实际应用的重要前提，提高发光效率最有效的方法之一是增加激活离子掺杂浓度，具有刚性平面结构的芘蓝光分子可以通过三重态-三重态融合达到11％(传统单重态的蓝荧光材料不超过5％)的外量子效率，然而其π-π堆积紧密，导致浓度猝灭效应，即产生大量的无辐射弛豫以及能量反传递，使得发光强度及效率大幅降低。
针对现有OLED显示面板存在蓝光材料发光效率低的问题，本申请提供一种蓝荧光材料可以缓解这个问题。
在一种实施例中，本申请提供一种蓝荧光材料，该蓝荧光材料为一种四面体结构，其化学通式为
Figure PCTCN2019107771-appb-000020
本申请实施例提供了一种蓝荧光材料，该蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上的一种四面体结构；其中，叔丁基芘可以通过其三重态-三重态融合，达到相对较高的外量子效率；同时，四面体的结构增加了激活粒子之间的中心距离，降低了浓度猝灭的风险，大大增加了膜态荧光量子效率；另外，高载流子迁移率的传输单元，可以改善载流子传输的平衡，增加复合几率，进一步提高OLED显示器件的外量子效率，缓解了现有OLED显示面板存在蓝光材料发光效率低的问题。
在本申请实施例提供的蓝荧光材料中，配体X 1、配体X 2和配体X 3可以是同一种配体，也可以是不同的配体。而不同的配体搭配会产生不同结构的蓝荧光材料，与叔丁基芘共用一个碳的载流子传输单元不同，载流子传输单元的个数不同，都会得到不同的蓝荧光材料。下面将通过具体的实施例对蓝荧光材料的具体结构式做详细描述。
在一种实施例中，配体X 1、配体X 2和配体X 3为同一种配体，为
Figure PCTCN2019107771-appb-000021
Figure PCTCN2019107771-appb-000022
Figure PCTCN2019107771-appb-000023
中的任意一种。
在另一种实施例中，配体X 1和配体X 2为同一种，配体X 1和配体X 3为不同种；或者配体X 2和配体X 3为同一种，配体X 1和配体X 2为不同种；为氢、
Figure PCTCN2019107771-appb-000024
Figure PCTCN2019107771-appb-000025
Figure PCTCN2019107771-appb-000026
Figure PCTCN2019107771-appb-000027
中的任意两种。
在又一种实施例中，配体X 1、配体X 2和配体X 3分别为不同配体，分别为氢、
Figure PCTCN2019107771-appb-000028
Figure PCTCN2019107771-appb-000029
Figure PCTCN2019107771-appb-000030
中的任意的三种。
且在上述实施例中，
Figure PCTCN2019107771-appb-000031
Figure PCTCN2019107771-appb-000032
Figure PCTCN2019107771-appb-000033
中的R为C1～C22的烷基、C1～C22的烷氧基或C1～C22的杂烷基。
Figure PCTCN2019107771-appb-000034
的具体结构包括
Figure PCTCN2019107771-appb-000035
Figure PCTCN2019107771-appb-000036
同时，本申请实施例提供一种蓝荧光材料的制备方法，该制备方法为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成一个四面体结构的蓝荧光材料，其具体步骤如图1所示，包括:
S1、制备前驱体；
S2、将前驱体与预设载流子传输单元反应，制备得到目标蓝荧光分子。
本申请实施例提供了一种蓝荧光材料的制备方法，通过将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成一个四面体结构的蓝荧光材料；其中，叔丁基芘可以通过其三重态-三重 态融合，达到相对较高的外量子效率；同时，四面体的结构增加了激活粒子之间的中心距离，降低了浓度猝灭的风险，大大增加了膜态荧光量子效率；另外，高载流子迁移率的传输单元，可以改善载流子传输的平衡，增加复合几率，进一步提高OLED显示器件的外量子效率，缓解了现有OLED显示面板存在蓝光材料发光效率低的问题。
在一种实施例中，S1制备前驱体的具体步骤包括：
在单口瓶中，将
Figure PCTCN2019107771-appb-000037
(4mmol，1.30g)溶解于100mL除水除氧的四氢呋喃中；
取出少量上述溶解液转移至250mL三口瓶中，加入Mg(4.4mmol，0.11g)和一粒碘，搅拌至褪色；
将剩余上述溶解液倒入三口瓶中，搅拌2h；
将上述制成的格式试剂导入到装有
Figure PCTCN2019107771-appb-000038
和环己酮(4.4mmol，0.43g)的单口瓶中，反应5h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得淡黄色前驱体粉末
Figure PCTCN2019107771-appb-000039
在本实施例中，前驱体
Figure PCTCN2019107771-appb-000040
的合成路线为：
Figure PCTCN2019107771-appb-000041
在一种实施例中，所述蓝荧光材料的目标结构式为
Figure PCTCN2019107771-appb-000042
S2将前驱体与预设载流子传输单元反应的具体步骤包括：
取
Figure PCTCN2019107771-appb-000043
(2.2mmol，0.78g)，
Figure PCTCN2019107771-appb-000044
(2.0mmol，0.55g)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得白色粉末
Figure PCTCN2019107771-appb-000045
10.87g，产率71％。
在本实施例中，
Figure PCTCN2019107771-appb-000046
的合成路线为：
Figure PCTCN2019107771-appb-000047
在一种实施例中，所述蓝荧光材料的目标结构式为
Figure PCTCN2019107771-appb-000048
S2将前驱体与预设载流子传输单元反应的具体步骤包括：
取
Figure PCTCN2019107771-appb-000049
(2.2mmol，0.78g)，
Figure PCTCN2019107771-appb-000050
(2.0mmol，0.54g) 和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得白色粉末
Figure PCTCN2019107771-appb-000051
20.91g，产率75％。
在本实施例中，
Figure PCTCN2019107771-appb-000052
的合成路线为：
Figure PCTCN2019107771-appb-000053
在一种实施例中，所述蓝荧光材料的目标结构式为
Figure PCTCN2019107771-appb-000054
S2将前驱体与预设载流子传输单元反应的具体步骤包括：
取
Figure PCTCN2019107771-appb-000055
(2.2mmol，0.78g)，
Figure PCTCN2019107771-appb-000056
(2.0mmol，0.60g)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得白色粉末
Figure PCTCN2019107771-appb-000057
31.00g，产率78％。
在本实施例中，
Figure PCTCN2019107771-appb-000058
的合成路线为：
Figure PCTCN2019107771-appb-000059
在一种实施例中，所述蓝荧光材料的目标结构式为
Figure PCTCN2019107771-appb-000060
S2将前驱体与预设载流子传输单元反应的具体步骤包括：
取
Figure PCTCN2019107771-appb-000061
(2.2mmol，0.78g)，
Figure PCTCN2019107771-appb-000062
(2.0mmol，0.51g)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得白色粉末
Figure PCTCN2019107771-appb-000063
40.89g，产率75％。
本实施例中，
Figure PCTCN2019107771-appb-000064
的合成路线为：
Figure PCTCN2019107771-appb-000065
在一种实施例中，所述蓝荧光材料的目标结构式为
Figure PCTCN2019107771-appb-000066
S2将前驱体与预设载流子传输单元反应的具体步骤包括：
取
Figure PCTCN2019107771-appb-000067
(2.2mmol，0.78g)，
Figure PCTCN2019107771-appb-000068
(2.0mmol，0.57g)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得白色粉末
Figure PCTCN2019107771-appb-000069
50.79g，产率63％。
本实施例中，
Figure PCTCN2019107771-appb-000070
的合成路线为：
Figure PCTCN2019107771-appb-000071
在一种实施例中，所述蓝荧光材料的目标结构式为
Figure PCTCN2019107771-appb-000072
S2将前驱体与预设载流子传输单元反应的具体步骤包括：
取
Figure PCTCN2019107771-appb-000073
(2.2mmol，0.78g)，
Figure PCTCN2019107771-appb-000074
(2.0mmol，0.54g)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得白色粉末
Figure PCTCN2019107771-appb-000075
60.79g，产率65％。
在本实施例中，
Figure PCTCN2019107771-appb-000076
的合成路线为：
Figure PCTCN2019107771-appb-000077
在一种实施例中，所述蓝荧光材料的目标结构式为
Figure PCTCN2019107771-appb-000078
S2将前驱体与预设载流子传输单元反应的具体步骤包括：
取
Figure PCTCN2019107771-appb-000079
(2.2mmol，0.78g)，
Figure PCTCN2019107771-appb-000080
(2.0mmol，0.70g)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
柱层析分离纯化，得白色粉末
Figure PCTCN2019107771-appb-000081
70.87g，产率65％。
在本实施例中，
Figure PCTCN2019107771-appb-000082
的合成路线为：
Figure PCTCN2019107771-appb-000083
本申请还提供一种OLED显示面板，在一种实施例中，如图2所 示，该显示面板1包括:
基板10，在本申请实施例中，所述基板10为TFT基板，包括由下至上依次层叠设置的衬底基板101、半导体有源层102、栅极绝缘层103、栅极层104、层间绝缘层105、源漏极层106、以及钝化层107。
像素电极层20，形成于基板10上，其材料为氧化铟锡(ITO)、氧化铟镓锌(IGZO)、氧化锌(ZnO)、氧化锡(SnO)、氧化铟锌(IZO)、氧化镓锌(GaZnO)、氧化锌锡(ZTO)或其混合所组成的群组之中的其中一种。
像素定义层30，形成于第一电极层20上，用于定义发光区域。
发光功能层40，形成于像素定义层30的发光区域内，包括由下向上依次层叠设置的空穴注入层401、空穴传输层402、发光材料层403、电子传输层404、以及电子注入层405，其中发光材料层403又包括红光材料层4031、绿光材料层4032和蓝光材料层4033，其蓝光材料层4033内包含一种蓝荧光材料，该蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构。
公共电极层50，形成于发光功能层40上，其材料为铝(Al)、钙(Ca)、镁(Mg)、银(Ag)中的一种或几种。
封装层60，形成于第二电极层50上，包括第一无机层601、有机层602、第二无机层603。
本申请实施例提供了一种OLED显示面板，该OLED显示面板内的蓝光材料层包含一种蓝荧光材料，该蓝荧光材料为将叔丁基芘和 载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构；其中，叔丁基芘可以通过其三重态-三重态融合，达到相对较高的外量子效率；同时，四面体的结构增加了激活粒子之间的中心距离，降低了浓度猝灭的风险，大大增加了膜态荧光量子效率；另外，高载流子迁移率的传输单元，可以改善载流子传输的平衡，增加复合几率，进一步提高OLED显示器件的外量子效率，缓解了现有OLED显示面板存在蓝光材料发光效率低的问题。
本申请所保护的OLED显示面板以上述实施例为参照，但不限于上述实施例中所述的OLED显示面板。所述OLED显示面板的制备可采用本领域已知的方法进行制备。
在一种实施例中，蓝光材料层4033内蓝荧光材料的化学通式为
Figure PCTCN2019107771-appb-000084
其中配体X 1、配体X 2和配体X 3可以是同一种配体，也可以是不同的配体。
在一种实施例中，配体X 1、配体X 2和配体X 3为同一种配体，为
Figure PCTCN2019107771-appb-000085
Figure PCTCN2019107771-appb-000086
Figure PCTCN2019107771-appb-000087
中的任意一种。
在另一种实施例中，配体X 1和配体X 2为同一种，配体X 1和配体X 3为不同种；或者配体X 2和配体X 3为同一种，配体X 1和配体X 2为不同种；为氢、
Figure PCTCN2019107771-appb-000088
Figure PCTCN2019107771-appb-000089
Figure PCTCN2019107771-appb-000090
Figure PCTCN2019107771-appb-000091
中的任意两种。
在又一种实施例中，配体X 1、配体X 2和配体X 3分别为不同配体，分别为氢、
Figure PCTCN2019107771-appb-000092
Figure PCTCN2019107771-appb-000093
Figure PCTCN2019107771-appb-000094
中的任意的三种。
且在上述实施例中，
Figure PCTCN2019107771-appb-000095
Figure PCTCN2019107771-appb-000096
Figure PCTCN2019107771-appb-000097
中的R为C1～C22的烷基、C1～C22的烷氧基或C1～C22的杂烷基。
Figure PCTCN2019107771-appb-000098
的具体结构包括
Figure PCTCN2019107771-appb-000099
Figure PCTCN2019107771-appb-000100
不同结构的蓝荧光材料，对OLED显示器件的发光效率具有不同的提高效果。
在一种实施例中，像素电极层20为氧化铟锡(ITO)；空穴注入层401的材料为聚(3,4-亚乙二氧基噻吩)(PEDOT)和聚(苯乙烯磺酸)(PSS)，厚度为40nm；空穴传输层402的材料为4,4'-环己基二[N,N-二(4-甲基苯基)苯胺(TAPC)，厚度为10nm；蓝光材料层4033的材料为
Figure PCTCN2019107771-appb-000101
和二[2-((氧代)二苯基膦基)苯基]醚 (DPEPO)，且
Figure PCTCN2019107771-appb-000102
占整个蓝光材料层4033的质量比为4％，蓝光材料层4033的厚度为20nm；电子传输层404的材料为1,3,5-三[(3-吡啶基)-3-苯基]苯(TmPyPB)，厚度为30nm；电子注入层405的材料为氟化锂(LiF)，厚度为1nm；公共电极层50的材料为金属铝(Al)，厚度为100nm。
在本实施例中，OLED显示器件的最高亮度可达8230cd/m 2，最高电流效率可达8.12cd/A，Y色坐标为0.19。
在一种实施例中，像素电极层20为氧化铟锡(ITO)；空穴注入层401的材料为聚(3,4-亚乙二氧基噻吩)(PEDOT)和聚(苯乙烯磺酸)(PSS)，厚度为40nm；空穴传输层402的材料为4,4'-环己基二[N,N-二(4-甲基苯基)苯胺(TAPC)，厚度为10nm；蓝光材料层4033的材料为
Figure PCTCN2019107771-appb-000103
和二[2-((氧代)二苯基膦基)苯基]醚(DPEPO)，且
Figure PCTCN2019107771-appb-000104
占整个蓝光材料层4033的质量 比为4％，蓝光材料层4033的厚度为20nm；电子传输层404的材料为1,3,5-三[(3-吡啶基)-3-苯基]苯(TmPyPB)，厚度为30nm；电子注入层405的材料为氟化锂(LiF)，厚度为1nm；公共电极层50的材料为金属铝(Al)，厚度为100nm。
在本实施例中，OLED显示器件的最高亮度可达8740cd/m 2，最高电流效率可达8.14cd/A，Y色坐标为0.23。
在一种实施例中，像素电极层20为氧化铟锡(ITO)；空穴注入层401的材料为聚(3,4-亚乙二氧基噻吩)(PEDOT)和聚(苯乙烯磺酸)(PSS)，厚度为40nm；空穴传输层402的材料为4,4'-环己基二[N,N-二(4-甲基苯基)苯胺(TAPC)，厚度为10nm；蓝光材料层4033的材料为
Figure PCTCN2019107771-appb-000105
和二[2-((氧代)二苯基膦基)苯基]醚(DPEPO)，且
Figure PCTCN2019107771-appb-000106
占整个蓝光材料层4033的质量比为4％，蓝光材料层4033的厚度为20nm；电子传输层404的材料为1,3,5-三[(3-吡啶基)-3-苯基]苯(TmPyPB)，厚度为30nm；电子注入层405的材料为氟化锂(LiF)，厚度为1nm；公共电极层50的材 料为金属铝(Al)，厚度为100nm。
在本实施例中，OLED显示器件的最高亮度可达6770cd/m 2，最高电流效率可达5.90cd/A，Y色坐标为0.16。
在一种实施例中，像素电极层20为氧化铟锡(ITO)；空穴注入层401的材料为聚(3,4-亚乙二氧基噻吩)(PEDOT)和聚(苯乙烯磺酸)(PSS)，厚度为40nm；空穴传输层402的材料为4,4'-环己基二[N,N-二(4-甲基苯基)苯胺(TAPC)，厚度为10nm；蓝光材料层4033的材料为
Figure PCTCN2019107771-appb-000107
和二[2-((氧代)二苯基膦基)苯基]醚(DPEPO)，且
Figure PCTCN2019107771-appb-000108
占整个蓝光材料层4033的质量比为4％，蓝光材料层4033的厚度为20nm；电子传输层404的材料为1,3,5-三[(3-吡啶基)-3-苯基]苯(TmPyPB)，厚度为30nm；电子注入层405的材料为氟化锂(LiF)，厚度为1nm；公共电极层50的材料为金属铝(Al)，厚度为100nm。
在本实施例中，OLED显示器件的最高亮度可达5740cd/m 2，最高电流效率可达5.35cd/A，Y色坐标为0.14。
在一种实施例中，像素电极层20为氧化铟锡(ITO)；空穴注入层401的材料为聚(3,4-亚乙二氧基噻吩)(PEDOT)和聚(苯乙烯磺酸)(PSS)，厚度为40nm；空穴传输层402的材料为4,4'-环己基二[N,N-二(4-甲基苯基)苯胺(TAPC)，厚度为10nm；蓝光材料层4033的材料为
Figure PCTCN2019107771-appb-000109
和二[2-((氧代)二苯基膦基)苯基]醚(DPEPO)，且
Figure PCTCN2019107771-appb-000110
占整个蓝光材料层4033的质量比为4％，蓝光材料层4033的厚度为20nm；电子传输层404的材料为1,3,5-三[(3-吡啶基)-3-苯基]苯(TmPyPB)，厚度为30nm；电子注入层405的材料为氟化锂(LiF)，厚度为1nm；公共电极层50的材料为金属铝(Al)，厚度为100nm。
在本实施例中，OLED显示器件的最高亮度可达8750cd/m 2，最高电流效率可达7.84cd/A，Y色坐标为0.18。
在一种实施例中，像素电极层20为氧化铟锡(ITO)；空穴注入层401的材料为聚(3,4-亚乙二氧基噻吩)(PEDOT)和聚(苯乙烯磺酸)(PSS)，厚度为40nm；空穴传输层402的材料为4,4'-环己基二[N,N-二(4-甲基苯基)苯胺(TAPC)，厚度为10nm；蓝光材料层4033的材 料为
Figure PCTCN2019107771-appb-000111
和二[2-((氧代)二苯基膦基)苯基]醚(DPEPO)，且
Figure PCTCN2019107771-appb-000112
占整个蓝光材料层4033的质量比为4％，蓝光材料层4033的厚度为20nm；电子传输层404的材料为1,3,5-三[(3-吡啶基)-3-苯基]苯(TmPyPB)，厚度为30nm；电子注入层405的材料为氟化锂(LiF)，厚度为1nm；公共电极层50的材料为金属铝(Al)，厚度为100nm。
在本实施例中，OLED显示器件的最高亮度可达7430cd/m 2，最高电流效率可达6.50cd/A，Y色坐标为0.17。
在一种实施例中，像素电极层20为氧化铟锡(ITO)；空穴注入层401的材料为聚(3,4-亚乙二氧基噻吩)(PEDOT)和聚(苯乙烯磺酸)(PSS)，厚度为40nm；空穴传输层402的材料为4,4'-环己基二[N,N-二(4-甲基苯基)苯胺(TAPC)，厚度为10nm；蓝光材料层4033的材料为
Figure PCTCN2019107771-appb-000113
和二[2-((氧代)二苯基膦基)苯基]醚 (DPEPO)，且
Figure PCTCN2019107771-appb-000114
占整个蓝光材料层4033的质量比为4％，蓝光材料层4033的厚度为20nm；电子传输层404的材料为1,3,5-三[(3-吡啶基)-3-苯基]苯(TmPyPB)，厚度为30nm；电子注入层405的材料为氟化锂(LiF)，厚度为1nm；公共电极层50的材料为金属铝(Al)，厚度为100nm。
在本实施例中，OLED显示器件的最高亮度可达7640cd/m 2，最高电流效率可达6.91cd/A，Y色坐标为0.20。
根据上述实施例可知：
本申请提供一种蓝荧光材料及OLED显示面板，其蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构；其中，叔丁基芘可以通过其三重态-三重态融合，达到相对较高的外量子效率；同时，四面体的结构增加了激活粒子之间的中心距离，降低了浓度猝灭的风险，大大增加了膜态荧光量子效率；另外，高载流子迁移率的传输单元，可以改善载流子传输的平衡，增加复合几率，进一步提高OLED显示器件的外量子效率，缓解了现有OLED显示面板存在蓝光材料发光效率低的问题。
综上所述，虽然本申请已以优选实施例揭露如上，但上述优选实施 例并非用以限制本申请，本领域的普通技术人员，在不脱离本申请的精神和范围内，均可作各种更动与润饰，因此本申请的保护范围以权利要求界定的范围为准。

Claims (20)

  1. 一种蓝荧光材料，所述蓝荧光材料为将叔丁基芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构。
  2. 如权利要求1所述的蓝荧光材料，其中，所述蓝荧光材料的化学通式为
    Figure PCTCN2019107771-appb-100001
  3. 如权利要求2所述的蓝荧光材料，其中，所述化学通式中的X 1、X 2和X 3为同一种配体。
  4. 如权利要求3所述的蓝荧光材料，其中，所述X 1、所述X 2和所述X 3为
    Figure PCTCN2019107771-appb-100002
    Figure PCTCN2019107771-appb-100003
    Figure PCTCN2019107771-appb-100004
    中的任意一种。
  5. 如权利要求2所述的蓝荧光材料，其中，所述化学通式中的X 1、X 2和X 3，存在至少两个为不同配体。
  6. 如权利要求5所述的蓝荧光材料，其中，所述X 1和所述X 2为同种配体，所述X 1和所述X 3为不同配体。
  7. 如权利要求5所述的蓝荧光材料，其中，所述X 2和所述X 3为同种配体，所述X 1和所述X 2为不同配体。
  8. 如权利要求6或7所述的蓝荧光材料，其中，所述X 1、所述X 2和所述X 3为氢、
    Figure PCTCN2019107771-appb-100005
    Figure PCTCN2019107771-appb-100006
    Figure PCTCN2019107771-appb-100007
    中的任意两种。
  9. 如权利要求5所述的蓝荧光材料，其中，所述X 1、所述X 2和所述X 3分别为不同配体。
  10. 如权利要求9所述的蓝荧光材料，其中，所述X 1、所述X 2和所述X 3为氢、
    Figure PCTCN2019107771-appb-100008
    Figure PCTCN2019107771-appb-100009
    Figure PCTCN2019107771-appb-100010
    中的任意的三种。
  11. 如权利要求4、8或10任一所述的蓝荧光材料，其中，任一所述
    Figure PCTCN2019107771-appb-100011
    Figure PCTCN2019107771-appb-100012
    Figure PCTCN2019107771-appb-100013
    中的R为C1～C22的烷基、C1～C22的烷氧基或C1～C22的杂烷基。
  12. 如权利要求2所述的蓝荧光材料，其中，所述蓝荧光材料的具体结构包括
    Figure PCTCN2019107771-appb-100014
    Figure PCTCN2019107771-appb-100015
  13. 一种蓝荧光材料的制备方法，其中，包括:
    制备前驱体；
    将所述前驱体与预设载流子传输单元反应，制备得到目标蓝荧光分子。
  14. 如权利要求13所述的被方法，其中，所述制备前驱体的具体步骤包括：
    在单口瓶中，将
    Figure PCTCN2019107771-appb-100016
    (4mmol，1.30g)溶解于100mL除水除氧的四氢呋喃中；
    取出少量上述溶解液转移至250mL三口瓶中，加入Mg(4.4mmol，0.11g)和一粒碘，搅拌至褪色；
    将剩余上述溶解液倒入三口瓶中，搅拌2h；
    将上述制成的格式试剂导入到装有
    Figure PCTCN2019107771-appb-100017
    和环己酮(4.4mmol，0.43g)的单口瓶中，反应5h；
    在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
    柱层析分离纯化，得淡黄色前驱体粉末
    Figure PCTCN2019107771-appb-100018
  15. 如权利要求13所述的被方法，其中，所述将所述前驱体与预设载流子传输单元反应，制备得到目标蓝荧光分子的具体步骤包括：
    取所述前驱体(2.2mmol，0.78g)，预设载流子传输单元(2.0mmol)和100mL二氯甲烷至250mL两口瓶中，在Ar 2保护下，逐滴滴加BF 3·Et 2O(2.2mmol，0.3mL)溶液，搅拌24h；
    在上述反应液中加入少许水淬灭，然后倒入100mL水中，用二氯甲烷萃取三次，有机相合并、干燥、过滤、真空抽干；
    柱层析分离纯化，得到目标蓝荧光分子。
  16. 一种OLED显示面板，所述OLED显示面板包括基板，以及在基板上依次层叠设置的像素电极层、空穴传输层、空穴注入层、发光材料层、电子注入层、电子传输层、以及公共电极层，其中，所述发光材料层包括红光材料层、绿光材料层、以及蓝光材料层，所述蓝光材料层包括一种蓝荧光材料，所述蓝荧光材料为将叔丁基 芘和载流子传输单元同时连接到环己烷的同一个碳上，形成的一种四面体结构。
  17. 如权利要求16所述的OLED显示面板，其中，所述蓝荧光材料的化学通式为
    Figure PCTCN2019107771-appb-100019
  18. 如权利要求17所述的OLED显示面板，其中，所述化学通式中的X 1、X 2和X 3为同一种配体。
  19. 如权利要求17所述的OLED显示面板，其中，所述化学通式中的X 1、X 2和X 3，存在至少两个为不同配体。
  20. 如权利要求17所述的OLED显示面板，其中，所述蓝荧光材料的具体结构包括
    Figure PCTCN2019107771-appb-100020
    Figure PCTCN2019107771-appb-100021
    Figure PCTCN2019107771-appb-100022
PCT/CN2019/107771 2019-05-24 2019-09-25 蓝荧光材料及显示面板 Ceased WO2020237936A1 (zh)

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