WO2019075866A1 - 电子传输层喷墨打印墨水及其制备方法 - Google Patents

电子传输层喷墨打印墨水及其制备方法 Download PDF

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WO2019075866A1
WO2019075866A1 PCT/CN2017/113671 CN2017113671W WO2019075866A1 WO 2019075866 A1 WO2019075866 A1 WO 2019075866A1 CN 2017113671 W CN2017113671 W CN 2017113671W WO 2019075866 A1 WO2019075866 A1 WO 2019075866A1
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Prior art keywords
inkjet printing
transport layer
electron transport
printing ink
surface tension
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French (fr)
Inventor
史婷
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Shenzhen China Star Optoelectronics Semiconductor Display Technology Co Ltd
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Shenzhen China Star Optoelectronics Semiconductor Display Technology Co Ltd
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Priority to US15/736,582 priority Critical patent/US10781326B2/en
Publication of WO2019075866A1 publication Critical patent/WO2019075866A1/zh
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    • 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]
    • H10K50/14—Carrier transporting layers
    • H10K50/16—Electron transporting layers
    • 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
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or 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
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • 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
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/36—Inkjet printing inks based on non-aqueous solvents
    • 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
    • C09D11/00—Inks
    • C09D11/52—Electrically conductive inks
    • 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]
    • H10K50/17—Carrier injection layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/10—Deposition of organic active material
    • H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
    • H10K71/13—Deposition of organic active material using liquid deposition, e.g. spin coating using printing techniques, e.g. ink-jet printing or screen printing
    • H10K71/135—Deposition of organic active material using liquid deposition, e.g. spin coating using printing techniques, e.g. ink-jet printing or screen printing using ink-jet printing
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/10—Deposition of organic active material
    • H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
    • H10K71/15—Deposition of organic active material using liquid deposition, e.g. spin coating characterised by the solvent used

Definitions

  • the present invention relates to the field of display technologies, and in particular, to an electron transport layer inkjet printing ink and a preparation method thereof.
  • OLED Organic Light Emitting Display
  • OLED has self-illumination, low driving voltage, high luminous efficiency, short response time, high definition and contrast ratio, near 180° viewing angle, wide temperature range, and flexible display.
  • a large-area full-color display and many other advantages have been recognized by the industry as the most promising display device.
  • OLED can be divided into two types: passive matrix OLED (PMOLED) and active matrix OLED (AMOLED), namely direct addressing and thin film transistor matrix addressing.
  • PMOLED passive matrix OLED
  • AMOLED active matrix OLED
  • the AMOLED has pixels arranged in an array, belongs to an active display type, has high luminous efficiency, and is generally used as a high-definition large-sized display device.
  • the OLED generally includes a substrate, an anode provided on the substrate, a hole injection layer provided on the anode, a hole transport layer provided on the hole injection layer, a light-emitting layer provided on the hole transport layer, and a light-emitting layer.
  • the principle of luminescence of OLED display devices is that semiconductor materials and organic luminescent materials are driven by electric fields, causing luminescence by carrier injection and recombination.
  • an OLED display device generally employs an ITO pixel electrode and a metal electrode as anodes and cathodes of the device, respectively.
  • electrons and holes are injected from the cathode and the anode to the electron transport layer and the hole transport layer, respectively.
  • the holes migrate to the light-emitting layer through the electron transport layer and the hole transport layer, respectively, and meet in the light-emitting layer to form excitons and excite the light-emitting molecules, and the latter emits visible light through radiation relaxation.
  • the most commonly used preparation methods for OLED devices are: hole injection layer, hole transport layer and luminescent layer are prepared by inkjet printing (Ink-Jet Printing) method, and electron transport layer and cathode are prepared by vacuum thermal evaporation method, due to vacuum
  • the high cost of the thermal evaporation method results in a high production cost of the OLED device, which limits the wide-ranging commercialization of the OLED device.
  • the inkjet printing method utilizes a plurality of nozzles to drop a functional material ink into a predetermined pixel area, and then obtains a desired film by drying.
  • the method has the advantages of high material utilization rate and the like, and is a key technology for solving the problem of large-size OLED display cost. Since the adjacent printing ink layers are prone to mutual miscibility, and the materials of the electron transport layer and the cathode are mostly vapor-deposited materials, the OLED device of the full solution process is caused. difficult to realize.
  • Conjugated cation electrolyte is a soluble electron transport material that has been proven to have excellent electron transport properties in OLED and OPV (Organic Solar Cell) devices, which can significantly improve device performance; therefore, ionic conjugated polyelectrolytes Disperse in a solvent to prepare an electron transport layer inkjet printing ink, and prepare an electron transport layer by printing, pad printing, spin coating, etc., which is advantageous for realizing the fabrication of a full solution OLED device, but the inkjet printing device and the printing process are ink There are certain requirements, in order to make the ink suitable for inkjet printing technology, it is usually necessary to comprehensively adjust the solvent composition, viscosity and surface tension of the ink, so it is suitable for inkjet printing equipment and printing process conditions of the electron transport layer inkjet Printing ink needs to be improved.
  • the object of the present invention is to provide a method for preparing an electron transport layer inkjet printing ink, which has a simple process, and the obtained electron transport layer inkjet printing ink has certain viscosity, surface tension and volatility, and can meet the process requirements of inkjet printing. , the inkjet printing method of the electron transport layer is realized.
  • Another object of the present invention is to provide an electron transport layer inkjet printing ink which can meet the process requirements of inkjet printing and realize an inkjet printing method of an electron transport layer.
  • the present invention provides a method for preparing an electron transport layer inkjet printing ink, comprising:
  • Step S1 providing an ionic conjugated polyelectrolyte and a solvent, dispersing the ionic conjugated polyelectrolyte in a solvent to obtain a polyelectrolyte solution;
  • Step S2 adding a viscosity adjusting agent and a surface tension adjusting agent to the polyelectrolyte solution under stirring, and stirring uniformly to obtain an electron transporting layer inkjet printing ink.
  • the ionic conjugated polyelectrolyte is a cationic conjugated polyelectrolyte;
  • the solvent comprises an alcohol compound or a mixture of a plurality of alcohol compounds, and the alcohol compound is a monohydric alcohol or a polyhydric alcohol.
  • the cationic conjugated polyelectrolyte is a carboxyl-substituted cationic conjugated polyelectrolyte; the metal cation in the cationic conjugated polyelectrolyte is sodium ion; and the solvent contains at least one high boiling alcohol compound having a boiling point of more than 200 degrees Celsius .
  • the surface tension adjusting agent comprises one or more of a cosolvent, a surfactant, a small molecular compound that adjusts surface tension, and the small molecular compound that adjusts surface tension includes imidazole and a derivative thereof, phenol, and terephthalic acid.
  • a cosolvent e.g., 1,3-butane
  • a surfactant e.g., 1,3-butane
  • a small molecular compound that adjusts surface tension includes imidazole and a derivative thereof, phenol, and terephthalic acid.
  • the viscosity modifier includes one or more of an alcohol, an ether, an ester, a phenol, and an amine.
  • the mass percentage of the ionic conjugated polyelectrolyte is 0.1% to 30%; the mass percentage of the solvent is 10% to 99.99%; The mass percentage of the regulator is 0.1% to 5%; the mass percentage of the viscosity modifier is 0.1% to 5%;
  • the electron transport layer inkjet printing ink has a viscosity of 1 cps to 10 cps; and the electron transport layer inkjet printing ink has a surface tension of 30 dyne/cm to 40 dyne/cm.
  • the invention also provides an electron transport layer inkjet printing ink comprising: a solvent and an ionic conjugated polyelectrolyte dispersed in a solvent, a viscosity modifier and a surface tension modifier.
  • the ionic conjugated polyelectrolyte is a cationic conjugated polyelectrolyte;
  • the solvent comprises an alcohol compound or a mixture of a plurality of alcohol compounds, and the alcohol compound is a monohydric alcohol or a polyhydric alcohol.
  • the cationic conjugated polyelectrolyte is a carboxyl-substituted cationic conjugated polyelectrolyte; the metal cation in the cationic conjugated polyelectrolyte is sodium ion; and the solvent contains at least one high boiling alcohol compound having a boiling point of more than 200 degrees Celsius .
  • the surface tension adjusting agent comprises one or more of a cosolvent, a surfactant, a small molecular compound that adjusts surface tension, and the small molecular compound that adjusts surface tension includes imidazole and a derivative thereof, phenol, and terephthalic acid.
  • a cosolvent e.g., 1,3-butane
  • a surfactant e.g., 1,3-butane
  • a small molecular compound that adjusts surface tension includes imidazole and a derivative thereof, phenol, and terephthalic acid.
  • the viscosity modifier includes one or more of an alcohol, an ether, an ester, a phenol, and an amine.
  • the mass percentage of the ionic conjugated polyelectrolyte is 0.1% to 30%; the mass percentage of the solvent is 10% to 99.99%; the quality of the surface tension modifier The percentage is 0.1% to 5%; the mass percentage of the viscosity modifier is 0.1% to 5%;
  • the electron transport layer inkjet printing ink has a viscosity of 1 cps to 10 cps; and the electron transport layer inkjet printing ink has a surface tension of 30 dyne/cm to 40 dyne/cm.
  • the invention also provides a preparation method of an electron transport layer inkjet printing ink, comprising the following steps:
  • Step S1 providing an ionic conjugated polyelectrolyte and a solvent, dispersing the ionic conjugated polyelectrolyte in a solvent to obtain a polyelectrolyte solution;
  • Step S2 adding a viscosity modifier and a surface tension modifier to the polyelectrolyte solution under stirring, and stirring uniformly to obtain an electron transport layer inkjet printing ink;
  • the ionic conjugated polyelectrolyte is a cationic conjugated polyelectrolyte
  • the solvent comprises an alcohol compound or a mixture of a plurality of alcohol compounds, the alcohol compound being a monohydric or polyhydric alcohol
  • the cationic conjugated polyelectrolyte is a carboxyl-substituted cationic conjugated polyelectrolyte; the metal cation in the cationic conjugated polyelectrolyte is a sodium ion; and the solvent contains at least one high-boiling alcohol having a boiling point of more than 200 degrees Celsius Class of compounds;
  • the surface tension adjusting agent comprises one or more of a cosolvent, a surfactant, a small molecular compound for adjusting surface tension, and the small molecular compound for adjusting surface tension comprises imidazole and a derivative thereof, phenol, One or more of the benzenediol;
  • the viscosity modifier includes one or more of an alcohol, an ether, an ester, a phenol, and an amine;
  • the mass percentage of the ionic conjugated polyelectrolyte is 0.1% to 30%; the mass percentage of the solvent is 10% to 99.99%; the surface tension adjusting agent The mass percentage is 0.1% to 5%; the mass percentage of the viscosity modifier is 0.1% to 5%;
  • the electron transport layer inkjet printing ink has a viscosity of 1 cps to 10 cps; and the electron transport layer inkjet printing ink has a surface tension of 30 dyne/cm to 40 dyne/cm.
  • the electron transport layer inkjet printing ink of the present invention is prepared by using an ionic conjugated polyelectrolyte as a solute, and an alcohol compound as a solvent to obtain a suitable ratio by adjusting the ratio, viscosity and surface tension of each component.
  • Electron transport layer inkjet printing ink of inkjet printing technology the electron transport layer inkjet printing ink can meet the requirements of inkjet printing process, realize inkjet printing mode of electron transport layer, and can avoid electron transport layer in OLED preparation process Mutual dissolution occurs between adjacent structural layers, which is beneficial to the fabrication of full-solution OLED devices.
  • the electron transport layer inkjet printing ink of the invention is prepared by the above method, can meet the process requirements of inkjet printing, realizes the inkjet printing mode of the electron transport layer, and is beneficial to realize the fabrication of the full solution OLED device.
  • FIG. 1 is a flow chart of a method of preparing an electron transport layer inkjet printing ink of the present invention.
  • the present invention provides a method for preparing an electron transport layer inkjet printing ink, comprising the following steps:
  • step S1 an ionic conjugated polyelectrolyte and a solvent are provided, and the ionic conjugated polyelectrolyte is dispersed in a solvent to obtain a polyelectrolyte solution.
  • the ionic conjugated polyelectrolyte may be a cationic conjugated polyelectrolyte or an anionic conjugated polyelectrolyte, preferably a cationic conjugated polyelectrolyte.
  • the cationic conjugated polyelectrolyte is a carboxyl-substituted cationic conjugated polyelectrolyte.
  • the metal cation in the cationic conjugated polyelectrolyte is sodium ion (Na + ).
  • the solvent includes an alcohol compound or a mixture of a plurality of alcohol compounds, and the alcohol compound is a monohydric alcohol or a polyhydric alcohol.
  • the solvent is used to dissolve the ionic conjugated polyelectrolyte and is used to adjust the physical properties of the subsequently produced electron transport layer inkjet printing ink to meet the needs of inkjet printing.
  • the solvent contains at least one high boiling alcohol compound having a boiling point of more than 200 degrees Celsius.
  • the high-boiling alcohol compound is advantageous for improving the boiling point of the subsequently produced electron transport layer inkjet printing ink, ensuring that the ink does not dry too quickly during the inkjet printing process, and improving the stability of the inkjet printing process.
  • the high boiling alcohol compound may be triethylene glycol.
  • Step S2 adding a viscosity adjusting agent and a surface tension adjusting agent to the polyelectrolyte solution under stirring, and stirring uniformly to obtain an electron transporting layer inkjet printing ink.
  • the surface tension adjusting agent comprises one or more of a cosolvent, a surfactant, and a small molecular compound that adjusts surface tension
  • the small molecular compound that adjusts surface tension includes imidazole and a derivative thereof, phenol, One or several of hydroquinone.
  • the viscosity modifier includes one or more of an alcohol, an ether, an ester, a phenol, and an amine.
  • the surface tension adjusting agent and the viscosity adjusting agent are respectively used to adjust the surface tension and viscosity of the electron transport layer inkjet printing ink system to meet the requirements of inkjet printing.
  • the electron transport layer inkjet printing ink has a viscosity of 1 cps to 10 cps.
  • the electron transport layer inkjet printing ink has a surface tension of 30 dyne/cm to 40 dyne/cm.
  • the mass percentage of the ionic conjugated polyelectrolyte is 0.1% to 30%; the mass percentage of the solvent is 10% to 99.99%; The mass percentage of the agent is from 0.1% to 5%; the mass percentage of the viscosity modifier is from 0.1% to 5%.
  • the mass percentage of the solvent is from 60% to 99.7%.
  • the electron transport layer is usually located between the light-emitting layer and the cathode.
  • the solvent of the ink-jet printing material of the light-emitting layer is an organic solvent such as toluene, chloroform, or chlorobenzene
  • the solubility characteristic of the ionic conjugated polyelectrolyte is alcohol. Soluble, does not dissolve in organic solvents such as toluene, chloroform, and chlorobenzene, and the light-emitting layer material usually does not dissolve in an alcohol solvent. Therefore, the present invention is used.
  • the electron transport layer inkjet printing ink does not cause mutual dissolution between the electron transport layer and the light emitting layer; and the cathode is usually a metal material and is prepared by an evaporation method, so the electron transport layer inkjet printing ink of the present invention is used.
  • the miscibility phenomenon does not occur between the obtained electron transport layer and the cathode.
  • the method for preparing an electron transport layer inkjet printing ink of the invention adopts an ionic conjugated polyelectrolyte as a solute, and an alcohol compound as a solvent, and an electron suitable for inkjet printing technology is obtained by adjusting the proportion, viscosity and surface tension of each component.
  • Transport layer inkjet printing ink, the electron transport layer inkjet printing ink can meet the inkjet printing process requirements, realize the inkjet printing mode of the electron transport layer, and can avoid the electron transport layer and the adjacent structural layer in the OLED preparation process. Mutual dissolution occurs between them, which is beneficial to the fabrication of full-solution OLED devices.
  • the present invention also provides an electron transport layer inkjet printing ink comprising: a solvent and an ionic conjugated polyelectrolyte dispersed in a solvent, a viscosity modifier, and surface tension adjustment Agent.
  • the ionic conjugated polyelectrolyte may be a cationic conjugated polyelectrolyte or an anionic conjugated polyelectrolyte, preferably a cationic conjugated polyelectrolyte.
  • the cationic conjugated polyelectrolyte is a carboxyl-substituted cationic conjugated polyelectrolyte.
  • the metal cation in the cationic conjugated polyelectrolyte is sodium ion (Na + ).
  • the solvent includes an alcohol compound or a mixture of a plurality of alcohol compounds, and the alcohol compound is a monohydric alcohol or a polyhydric alcohol.
  • the solvent contains at least one high boiling alcohol compound having a boiling point of more than 200 degrees Celsius.
  • the high-boiling alcohol compound is advantageous for improving the boiling point of the subsequently produced electron transport layer inkjet printing ink, ensuring that the ink does not dry too quickly during the inkjet printing process, and improving the stability of the inkjet printing process.
  • the high boiling alcohol compound may be triethylene glycol.
  • the surface tension adjusting agent comprises one or more of a cosolvent, a surfactant, and a small molecular compound that adjusts surface tension
  • the small molecular compound that adjusts surface tension includes imidazole and a derivative thereof, phenol, One or several of hydroquinone.
  • the viscosity modifier includes one or more of an alcohol, an ether, an ester, a phenol, and an amine.
  • the surface tension adjusting agent and the viscosity adjusting agent are respectively used to adjust the surface tension and viscosity of the electron transport layer inkjet printing ink system to meet the requirements of inkjet printing.
  • the electron transport layer inkjet printing ink has a viscosity of 1 cps to 10 cps.
  • the electron transport layer inkjet printing ink has a surface tension of 30 dyne/cm to 40 dyne/cm.
  • the mass percentage of the ionic conjugated polyelectrolyte is 0.1% to 30%; and the mass percentage of the solvent is 10% to 99.99%;
  • the surface tension modifier has a mass percentage of 0.1% to 5%; and the viscosity modifier has a mass percentage of 0.1% to 5%.
  • the mass percentage of the solvent is from 60% to 99.7%.
  • the electron transport layer inkjet printing ink of the invention adopts an ionic conjugated polyelectrolyte as a solute, and an alcohol compound as a solvent, obtains an electron transport layer spray suitable for inkjet printing technology by adjusting the proportion, viscosity and surface tension of each component.
  • the electron transport layer inkjet printing ink can meet the inkjet printing process requirements, realize the inkjet printing mode of the electron transport layer, and can avoid the occurrence of the electron transport layer and the adjacent structural layer during the OLED preparation process.
  • the mutual solubility phenomenon is beneficial to the fabrication of a full solution OLED device.
  • the present invention provides an electron transport layer inkjet printing ink and a method of preparing the same.
  • the method for preparing an electron transport layer inkjet printing ink of the invention adopts an ionic conjugated polyelectrolyte as a solute, and an alcohol compound as a solvent, and an electron suitable for inkjet printing technology is obtained by adjusting the proportion, viscosity and surface tension of each component.
  • Transport layer inkjet printing ink, the electron transport layer inkjet printing ink can meet the inkjet printing process requirements, realize the inkjet printing mode of the electron transport layer, and can avoid the electron transport layer and the adjacent structural layer in the OLED preparation process. Mutual dissolution occurs between them, which is beneficial to the fabrication of full-solution OLED devices.
  • the electron transport layer inkjet printing ink of the invention is prepared by the above method, can meet the process requirements of inkjet printing, realizes the inkjet printing mode of the electron transport layer, and is beneficial to realize the fabrication of the full solution OLED device.

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  • Wood Science & Technology (AREA)
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Abstract

一种电子传输层喷墨打印墨水，包括：溶剂及分散于溶剂中的离子型共轭聚电解质、黏度调节剂和表面张力调节剂。该墨水的制备方法，包括如下步骤：步骤S1、提供离子型共轭聚电解质与溶剂，将离子型共轭聚电解质分散于溶剂中，得到聚电解质溶液；步骤S2、在搅拌作用下，向该聚电解质溶液中加入黏度调节剂和表面张力调节剂，搅拌均匀后，获得电子传输层喷墨打印墨水。

Description

电子传输层喷墨打印墨水及其制备方法 技术领域
本发明涉及显示技术领域，尤其涉及一种电子传输层喷墨打印墨水及其制备方法。
背景技术
有机发光二极管显示装置(Organic Light Emitting Display，OLED)具有自发光、驱动电压低、发光效率高、响应时间短、清晰度与对比度高、近180°视角、使用温度范围宽，可实现柔性显示与大面积全色显示等诸多优点，被业界公认为是最有发展潜力的显示装置。
OLED按照驱动方式可以分为无源矩阵型OLED(Passive Matrix OLED，PMOLED)和有源矩阵型OLED(Active Matrix OLED，AMOLED)两大类，即直接寻址和薄膜晶体管矩阵寻址两类。其中，AMOLED具有呈阵列式排布的像素，属于主动显示类型，发光效能高，通常用作高清晰度的大尺寸显示装置。
OLED通常包括：基板、设于基板上的阳极、设于阳极上的空穴注入层、设于空穴注入层上的空穴传输层、设于空穴传输层上的发光层、设于发光层上的电子传输层、及设于电子传输层上的阴极。OLED显示器件的发光原理为半导体材料和有机发光材料在电场驱动下，通过载流子注入和复合导致发光。具体的，OLED显示器件通常采用ITO像素电极和金属电极分别作为器件的阳极和阴极，在一定电压驱动下，电子和空穴分别从阴极和阳极注入到电子传输层和空穴传输层，电子和空穴分别经过电子传输层和空穴传输层迁移到发光层，并在发光层中相遇，形成激子并使发光分子激发，后者经过辐射弛豫而发出可见光。
目前OLED器件最常用的制备方法为：空穴注入层、空穴传输层及发光层采用喷墨打印(Ink-Jet Printing)方法制备，电子传输层与阴极采用真空热蒸镀法制备，由于真空热蒸镀法的成本较高，从而造成OLED器件的生产成本较高，限制了OLED器件的大范围商业化。喷墨打印方法是利用多个喷嘴将功能材料墨水滴入预定的像素区域，之后通过干燥获得所需薄膜，该方法具有材料利用率高等优点，是解决大尺寸OLED显示成本问题的关键技术，然而，由于相邻的打印墨水层之间容易出现互溶现象，并且电子传输层与阴极的材料大多为蒸镀材料，导致全溶液制程的OLED器件 很难实现。
共轭阳离子电解质是一种可溶性的电子传输材料，其在OLED与OPV(有机太阳能电池)器件中已被证实具有优异的电子传输特性，能显著改善器件性能；因此，将离子型共轭聚电解质分散于溶剂中配制成电子传输层喷墨打印墨水，并采用打印、移印、旋涂等方法制备电子传输层，有利于实现全溶液OLED器件的制作，但是喷墨打印设备和打印工艺对墨水有一定要求，为了使墨水适合于喷墨打印技术，通常有必要对墨水的溶剂组分、粘度和表面张力等进行综合调节，因此适用于喷墨打印设备和打印工艺条件的电子传输层喷墨打印墨水有待改善。
发明内容
本发明的目的在于提供一种电子传输层喷墨打印墨水的制备方法，制程简单，制得的电子传输层喷墨打印墨水具有一定黏度、表面张力和挥发性能，能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式。
本发明的目的还在于提供一种电子传输层喷墨打印墨水，能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式。
为实现上述目的，本发明提供一种电子传输层喷墨打印墨水的制备方法，包括：
步骤S1、提供离子型共轭聚电解质与溶剂，将离子型共轭聚电解质分散于溶剂中，得到聚电解质溶液；
步骤S2、在搅拌作用下，向所述聚电解质溶液中加入黏度调节剂和表面张力调节剂，搅拌均匀后，获得电子传输层喷墨打印墨水。
所述离子型共轭聚电解质为阳离子共轭聚电解质；所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇。
所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质；所述阳离子共轭聚电解质中的金属阳离子为钠离子；所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物。
所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种；所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种。
所述电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％；所述表面张力 调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％；
所述电子传输层喷墨打印墨水的粘度为1cps～10cps；所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
本发明还提供一种电子传输层喷墨打印墨水，包括：溶剂及分散于溶剂中的离子型共轭聚电解质、黏度调节剂和表面张力调节剂。
所述离子型共轭聚电解质为阳离子共轭聚电解质；所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇。
所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质；所述阳离子共轭聚电解质中的金属阳离子为钠离子；所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物。
所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种；所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种。
所述电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％；所述表面张力调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％；
所述电子传输层喷墨打印墨水的粘度为1cps～10cps；所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
本发明还提供一种电子传输层喷墨打印墨水的制备方法，包括如下步骤：
步骤S1、提供离子型共轭聚电解质与溶剂，将离子型共轭聚电解质分散于溶剂中，得到聚电解质溶液；
步骤S2、在搅拌作用下，向所述聚电解质溶液中加入黏度调节剂和表面张力调节剂，搅拌均匀后，获得电子传输层喷墨打印墨水；
其中，所述离子型共轭聚电解质为阳离子共轭聚电解质；所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇；
其中，所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质；所述阳离子共轭聚电解质中的金属阳离子为钠离子；所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物；
其中，所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种；所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种；
其中，所述电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％；所述表面张力调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％；
所述电子传输层喷墨打印墨水的粘度为1cps～10cps；所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
本发明的有益效果：本发明的电子传输层喷墨打印墨水的制备方法采用离子型共轭聚电解质作为溶质，醇类化合物作为溶剂，通过调整各组分比例、粘度及表面张力获得一种适合喷墨打印技术的电子传输层喷墨打印墨水，该电子传输层喷墨打印墨水能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式，同时能够避免OLED制备过程中电子传输层与相邻的结构层之间发生互溶现象，有利于实现全溶液OLED器件的制作。本发明的电子传输层喷墨打印墨水采用上述方法制备得到，能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式，有利于实现全溶液OLED器件的制作。
为了能更进一步了解本发明的特征以及技术内容，请参阅以下有关本发明的详细说明与附图，然而附图仅提供参考与说明用，并非用来对本发明加以限制。
附图说明
下面结合附图，通过对本发明的具体实施方式详细描述，将使本发明的技术方案及其它有益效果显而易见。
附图中，
图1为本发明的电子传输层喷墨打印墨水的制备方法的流程图。
具体实施方式
为更进一步阐述本发明所采取的技术手段及其效果，以下结合本发明的优选实施例及其附图进行详细描述。
请参阅图1，本发明提供一种电子传输层喷墨打印墨水的制备方法，包括如下步骤：
步骤S1、提供离子型共轭聚电解质与溶剂，将离子型共轭聚电解质分散于溶剂中，得到聚电解质溶液。
具体的，所述离子型共轭聚电解质可以为阳离子共轭聚电解质或者阴离子共轭聚电解质，优选为阳离子共轭聚电解质。
优选的，所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质。
优选的，所述阳离子共轭聚电解质中的金属阳离子为钠离子(Na+)。
具体的，所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇。所述溶剂用于溶解离子型共轭聚电解质，同时用于调节后续制得的电子传输层喷墨打印墨水的物理性质，使其满足喷墨打印的需求。
具体的，所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物。所述高沸点醇类化合物有利于提高后续制得的电子传输层喷墨打印墨水的沸点，保证喷墨打印过程中墨水不会太快干掉，提高喷墨打印制程的稳定性。
具体的，所述高沸点醇类化合物可以是三甘醇。
步骤S2、在搅拌作用下，向所述聚电解质溶液中加入黏度调节剂和表面张力调节剂，搅拌均匀后，获得电子传输层喷墨打印墨水。
具体的，所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种。
具体的，所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种。
具体的，所述表面张力调节剂与黏度调节剂分别用于调节电子传输层喷墨打印墨水体系的表面张力与黏度，使其满足喷墨打印的需求。
具体的，所述电子传输层喷墨打印墨水的粘度为1cps～10cps。
具体的，所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
具体的，所述电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％；所述表面张力调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％。优选的，所述溶剂的质量百分比为60％～99.7％。
在OLED器件中，电子传输层通常位于发光层与阴极之间，通常发光层的喷墨打印材料的溶剂为甲苯、氯仿、及氯苯等有机溶剂，离子型共轭聚电解质的溶解特性为醇溶性，不会在甲苯、氯仿、及氯苯等有机溶剂中溶解，而发光层材料通常也不会在醇类溶剂中溶解，因此，采用本发明的 电子传输层喷墨打印墨水制得的电子传输层与发光层之间不会发生互溶现象；而阴极通常为金属材料，并采用蒸镀方法制备，因此采用本发明的电子传输层喷墨打印墨水制得的电子传输层与阴极之间也不会发生互溶现象。
本发明的电子传输层喷墨打印墨水的制备方法采用离子型共轭聚电解质作为溶质，醇类化合物作为溶剂，通过调整各组分比例、粘度及表面张力获得一种适合喷墨打印技术的电子传输层喷墨打印墨水，该电子传输层喷墨打印墨水能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式，同时能够避免OLED制备过程中电子传输层与相邻的结构层之间发生互溶现象，有利于实现全溶液OLED器件的制作。
基于上述电子传输层喷墨打印墨水的制备方法，本发明还提供一种电子传输层喷墨打印墨水，包括：溶剂及分散于溶剂中的离子型共轭聚电解质、黏度调节剂和表面张力调节剂。
具体的，所述离子型共轭聚电解质可以为阳离子共轭聚电解质或者阴离子共轭聚电解质，优选为阳离子共轭聚电解质。
优选的，所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质。
优选的，所述阳离子共轭聚电解质中的金属阳离子为钠离子(Na+)。
具体的，所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇。
具体的，所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物。所述高沸点醇类化合物有利于提高后续制得的电子传输层喷墨打印墨水的沸点，保证喷墨打印过程中墨水不会太快干掉，提高喷墨打印制程的稳定性。
具体的，所述高沸点醇类化合物可以是三甘醇。
具体的，所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种。
具体的，所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种。
具体的，所述表面张力调节剂与黏度调节剂分别用于调节电子传输层喷墨打印墨水体系的表面张力与黏度，使其满足喷墨打印的需求。
具体的，所述电子传输层喷墨打印墨水的粘度为1cps～10cps。
具体的，所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
具体的，本发明的电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％； 所述表面张力调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％。优选的，所述溶剂的质量百分比为60％～99.7％。
本发明的电子传输层喷墨打印墨水采用离子型共轭聚电解质作为溶质，醇类化合物作为溶剂，通过调整各组分比例、粘度及表面张力获得一种适合喷墨打印技术的电子传输层喷墨打印墨水，该电子传输层喷墨打印墨水能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式，同时能够避免OLED制备过程中电子传输层与相邻的结构层之间发生互溶现象，有利于实现全溶液OLED器件的制作。
综上所述，本发明提供一种电子传输层喷墨打印墨水及其制备方法。本发明的电子传输层喷墨打印墨水的制备方法采用离子型共轭聚电解质作为溶质，醇类化合物作为溶剂，通过调整各组分比例、粘度及表面张力获得一种适合喷墨打印技术的电子传输层喷墨打印墨水，该电子传输层喷墨打印墨水能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式，同时能够避免OLED制备过程中电子传输层与相邻的结构层之间发生互溶现象，有利于实现全溶液OLED器件的制作。本发明的电子传输层喷墨打印墨水采用上述方法制备得到，能够满足喷墨打印的制程要求，实现电子传输层的喷墨打印方式，有利于实现全溶液OLED器件的制作。
以上所述，对于本领域的普通技术人员来说，可以根据本发明的技术方案和技术构思作出其他各种相应的改变和变形，而所有这些改变和变形都应属于本发明权利要求的保护范围。

Claims (11)

  1. 一种电子传输层喷墨打印墨水的制备方法，包括如下步骤：
    步骤S1、提供离子型共轭聚电解质与溶剂，将离子型共轭聚电解质分散于溶剂中，得到聚电解质溶液；
    步骤S2、在搅拌作用下，向所述聚电解质溶液中加入黏度调节剂和表面张力调节剂，搅拌均匀后，获得电子传输层喷墨打印墨水。
  2. 如权利要求1所述的电子传输层喷墨打印墨水的制备方法，其中，所述离子型共轭聚电解质为阳离子共轭聚电解质；所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇。
  3. 如权利要求2所述的电子传输层喷墨打印墨水的制备方法，其中，所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质；所述阳离子共轭聚电解质中的金属阳离子为钠离子；所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物。
  4. 如权利要求1所述的电子传输层喷墨打印墨水的制备方法，其中，所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种；所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种。
  5. 如权利要求1所述的电子传输层喷墨打印墨水的制备方法，其中，所述电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％；所述表面张力调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％；
    所述电子传输层喷墨打印墨水的粘度为1cps～10cps；所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
  6. 一种电子传输层喷墨打印墨水，包括：溶剂及分散于溶剂中的离子型共轭聚电解质、黏度调节剂和表面张力调节剂。
  7. 如权利要求6所述的电子传输层喷墨打印墨水，其中，所述离子型共轭聚电解质为阳离子共轭聚电解质；所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇。
  8. 如权利要求7所述的电子传输层喷墨打印墨水，其中，所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质；所述阳离子共轭聚电解 质中的金属阳离子为钠离子；所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物。
  9. 如权利要求6所述的电子传输层喷墨打印墨水，其中，所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种；所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种。
  10. 如权利要求6所述的电子传输层喷墨打印墨水，其中，所述电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％；所述表面张力调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％；
    所述电子传输层喷墨打印墨水的粘度为1cps～10cps；所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
  11. 一种电子传输层喷墨打印墨水的制备方法，包括如下步骤：
    步骤S1、提供离子型共轭聚电解质与溶剂，将离子型共轭聚电解质分散于溶剂中，得到聚电解质溶液；
    步骤S2、在搅拌作用下，向所述聚电解质溶液中加入黏度调节剂和表面张力调节剂，搅拌均匀后，获得电子传输层喷墨打印墨水；
    其中，所述离子型共轭聚电解质为阳离子共轭聚电解质；所述溶剂包括一种醇类化合物或者多种醇类化合物的混合物，所述醇类化合物为一元醇或者多元醇；
    其中，所述阳离子共轭聚电解质为羧基取代的阳离子共轭聚电解质；所述阳离子共轭聚电解质中的金属阳离子为钠离子；所述溶剂中含有至少一种沸点大于200摄氏度的高沸点醇类化合物；
    其中，所述表面张力调节剂包括共溶剂、表面活性剂、调节表面张力的小分子化合物中的一种或几种，所述调节表面张力的小分子化合物包括咪唑及其衍生物、苯酚、对苯二酚中的一种或几种；所述黏度调节剂包括醇、醚、酯、酚、及胺中的一种或多种；
    其中，所述电子传输层喷墨打印墨水中，所述离子型共轭聚电解质的质量百分比为0.1％～30％；所述溶剂的质量百分比为10％～99.99％；所述表面张力调节剂的质量百分比为0.1％～5％；所述黏度调节剂的质量百分比为0.1％～5％；
    所述电子传输层喷墨打印墨水的粘度为1cps～10cps；所述电子传输层喷墨打印墨水的表面张力为30dyne/cm～40dyne/cm。
PCT/CN2017/113671 2017-10-16 2017-11-29 电子传输层喷墨打印墨水及其制备方法 Ceased WO2019075866A1 (zh)

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