CN110643223A - Ink for ink-jet printing organic light-emitting layer and preparation method and application thereof - Google Patents

Ink for ink-jet printing organic light-emitting layer and preparation method and application thereof Download PDF

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CN110643223A
CN110643223A CN201810680211.2A CN201810680211A CN110643223A CN 110643223 A CN110643223 A CN 110643223A CN 201810680211 A CN201810680211 A CN 201810680211A CN 110643223 A CN110643223 A CN 110643223A
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ink
light
emitting
organic light
host
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孙玉玲
张东煜
林通
牟婉莹
崔铮
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Suzhou Institute of Nano Tech and Nano Bionics of CAS
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Suzhou Institute of Nano Tech and Nano Bionics of CAS
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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
    • 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
    • C09D11/30—Inkjet printing inks
    • C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
    • 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

Abstract

The invention discloses ink for an organic light-emitting layer of ink-jet printing, which comprises a host light-emitting material, an object light-emitting material, a viscosity regulator and an organic solvent which are uniformly mixed; wherein the triplet energy level of the host light-emitting material is higher than the triplet energy level of the guest light-emitting material by at least 0.2 eV. The invention also discloses a preparation method of the ink and application of the ink in manufacturing of an organic light-emitting diode. The invention selects the host-guest luminescent material with specific triplet state energy level performance, combines the limitations of the viscosity regulator and the organic solvent, and obtains the ink for the ink-jet printing organic luminescent layer through a simple process, the preparation method is simple, has certain viscosity and surface tension, and can meet the process requirements of ink-jet printing; the ink jet printing organic light emitting diode organic light emitting layer has stable ink output state and good film forming uniformity.

Description

Ink for ink-jet printing organic light-emitting layer and preparation method and application thereof
Technical Field
The invention belongs to the technical field of organic light emitting diode manufacturing, and particularly relates to ink for ink-jet printing of an organic light emitting layer, a preparation method of the ink and application of the ink in manufacturing of an organic light emitting diode.
Background
In recent years, Organic Light Emitting Diodes (OLEDs) have become the mainstream technology in third generation display technologies due to their advantages of fast response, flexible display, low temperature resistance, small size, high efficiency, low driving voltage, and easy realization of large-area device fabrication. A typical OLED structure is a "sandwich" structure, generally comprising an anode, a hole injection (transport) layer, an organic light-emitting layer, an electron transport (injection) layer, and a cathode; the material for preparing the organic light emitting layer of the OLED comprises a fluorescent material and a phosphorescent material, and the phosphorescent material can emit light by utilizing singlet excitons and triplet excitons, so that the light emitting efficiency of the device is greatly improved, and the organic light emitting layer is widely applied in the industry.
The OLED based on the phosphorescent material usually adopts a vacuum evaporation coating method or a spin coating method to prepare an organic light emitting layer at present, and the vacuum evaporation coating technology has the problems of low material utilization rate, unsuitability for large-area device preparation and the like the spin coating method except that the preparation process is complex and the equipment cost is high.
The ink-jet printing technology is a processing means of additive manufacturing, can spray solubilized functional materials in a limited area as required, greatly improves the material utilization rate, and is beneficial to realizing the preparation of large-area, high-resolution and even flexible display devices. When the phosphorescent electroluminescent device is prepared by adopting an ink-jet printing process, the key point is to prepare the functional material ink, and the solvent components, the viscosity, the surface tension and the like of the prepared ink need to meet the process requirements of ink-jet printing.
Disclosure of Invention
In order to solve the problems in the prior art, the invention provides the following technical scheme:
an ink for ink-jet printing an organic light-emitting layer comprises a host light-emitting material, a guest light-emitting material, a viscosity regulator and an organic solvent which are uniformly mixed; wherein the triplet energy level of the host light-emitting material is higher than the triplet energy level of the guest light-emitting material by at least 0.2 eV.
Further, the guest light emitting material is a green phosphorescent material, a red phosphorescent material, or a blue phosphorescent material.
Further, the guest luminescent material is selected from Ir (ppy)3、Ir(ppy)2(acac)、Ir(mppy)3、ADS077RE、(dpbm)2At least one of Ir (acac).
Further, the host light-emitting material is selected from at least one of a carbazole derivative, an oxadiazole derivative, a benzoxazole derivative, and a benzothiazole derivative.
Further, the host luminescent material is selected from at least one of 4,4 ' -bis (9-carbazolyl) -2,2 ' -dimethylbiphenyl, 4 ' -bis (9-carbazole) biphenyl and N, N-dicarbazolyl-3, 5-benzene.
Further, in the ink, the concentration of the host luminescent material is 4.5mg/mL to 27 mg/mL; the concentration of the object luminescent material is 0.5 mg/mL-3 mg/mL; the volume percentage of the organic solvent is 1-45%; the volume percentage of the viscosity regulator is 55-99%.
Further, the viscosity of the ink is 9-12 cp, the surface tension is 28-35 mN/m, and the solid content is 5-30 mg/mL.
Further, the viscosity modifier is selected from at least one of alcohol, ether, ester, phenol and amine; the organic solvent is at least one of toluene, chlorobenzene, xylene, tetrahydrofuran and chloroform, and the surface tension of the organic solvent is 28 mN/m-35 mN/m.
Another object of the present invention is to provide a method for preparing the ink as described above, comprising the steps of:
s1, mixing and dispersing the host luminescent material, the guest luminescent material, the viscosity regulator and the organic solvent, and thermally stirring at 50-60 ℃ to obtain a mixed precursor;
and S2, filtering the mixed precursor to obtain the ink.
Another object of the present invention is to provide a method for manufacturing an organic light emitting layer, including the steps of:
q1, ink-jet printing the ink to obtain the organic luminescent film;
q2, baking the organic light-emitting film at 50-60 ℃ for 15-20 min to obtain the organic light-emitting layer.
The invention selects the host-guest luminescent material with specific triplet state energy level performance, combines the limitations of the viscosity regulator and the organic solvent, and obtains the ink for the ink-jet printing organic luminescent layer through a simple process, the preparation method is simple, has certain viscosity and surface tension, and can meet the process requirements of ink-jet printing; the ink jet printing of the organic light-emitting layer in the organic light-emitting diode has stable ink output state and more than 90% of film forming uniformity.
Detailed Description
Hereinafter, embodiments of the present invention will be described in detail. This invention may, however, be embodied in many different forms and should not be construed as limited to the specific embodiments set forth herein. Rather, these embodiments are provided to explain the principles of the invention and its practical application to thereby enable others skilled in the art to understand the invention for various embodiments and with various modifications as are suited to the particular use contemplated.
The invention provides novel ink for ink-jet printing of an organic light-emitting layer, which comprises a host light-emitting material, a guest light-emitting material, a viscosity regulator and an organic solvent which are uniformly mixed.
Specifically, the host luminescent material and the guest luminescent material should satisfy the following limitations: the triplet energy level of the host light-emitting material is at least 0.2eV higher than the triplet energy level of the guest light-emitting material.
The guest light emitting material may be Ir (ppy)3、Ir(ppy)2(acac)、Ir(mppy)3The green phosphorescent material of the micromolecular iridium complex can also be other red phosphorescent materials such as ADS077RE (Bis (2- (9,9-dibutyl fluoro) -1-isoquinone (acetyl acetate) from American dye sources, Inc.) or blue phosphorescent materials such as (dpbm)2Ir (acac); wherein the phosphorescent material has a structure represented by the following formula 1 to formula 5.
Figure BDA0001710178730000031
Figure BDA0001710178730000041
Further, the host light-emitting material is selected from at least one of carbazole derivatives, oxadiazole derivatives, benzoxazole derivatives, and benzothiazole derivatives; preferably, the carbazole derivative is at least one of 4,4 ' -bis (9-carbazole) biphenyl (CBP for short), 4 ' -bis (9-carbazolyl) -2,2 ' -dimethylbiphenyl (CDBP for short), and N, N-dicarbazolyl-3, 5-benzene (mCP for short), which has a structure represented by the following formula 6 to formula 8.
Figure BDA0001710178730000042
The ink is used for manufacturing an organic light-emitting layer by ink-jet printing, and therefore, the ink needs to meet the performances of specific light-emitting material concentration, ink viscosity, surface tension and the like so as to meet the process requirements of ink-jet printing. Specifically, in the ink, the concentration of the host luminescent material is 4.5 mg/mL-27 mg/mL, the concentration of the guest luminescent material is 0.5 mg/mL-3 mg/mL, the volume percentage of the organic solvent is 1% -45%, the volume percentage of the viscosity regulator is 55% -99%, and the solid content is 5 mg/mL-30 mg/mL. And, the viscosity and surface tension together determine the ink jet printing effect; if the viscosity of the ink is too high or the surface tension is too high, the ink head may be clogged or the substrate may not be easily wetted, and if the viscosity of the ink is too low or the surface tension is too low, micro ink droplets, ink drops, or ink dripping may occur, and for this reason, it is required to control the viscosity of the ink to be 9 to 12cp and the surface tension to be 28 to 35 mN/m.
In order to meet the requirements of the concentration of each substance and the viscosity and surface tension of the ink, the viscosity regulator is at least one selected from alcohol, ether, ester, phenol and amine, and preferably at least one selected from butyl benzoate, benzyl benzoate, ethyl cinnamate and butyl stearate; the organic solvent is at least one of toluene, chlorobenzene, xylene, tetrahydrofuran and chloroform with surface tension of 28-35 mN/m and boiling point of more than 60 ℃.
The invention also provides a preparation method of the ink, which refers to the following steps:
in step S1, the host light-emitting material, the guest light-emitting material, the viscosity modifier, and the organic solvent are mixed and dispersed, and are thermally stirred at 50 to 60 ℃ to obtain a mixed precursor.
Generally, the ultrasonic dispersion is preferably carried out at a frequency of about 99kHz, and the time is controlled to be 10-20 min; and the thermal stirring time is controlled to be 0.5 h-1 h.
It is worth mentioning that in the above mixing and dispersing process, the ultrasonic dispersion and thermal stirring can be performed without completely mixing the four raw materials, and the operation modes of complete mixing and dispersion and thermal stirring or stepwise mixing and dispersion and thermal stirring can be adopted according to the properties of the specific raw materials, and only the mixed precursor solution with uniform and stable mixing needs to be finally obtained.
In step S2, the mixed precursor is filtered to obtain ink.
Specifically, the mixed precursor is preferably filtered by using a 0.2 μm filter head.
Therefore, the ink for the ink-jet printing organic light-emitting layer is prepared by a simple process method, and the preparation method is simple, easy to operate and low in preparation cost.
The above-mentioned ink of the present invention is generally applied to an organic light emitting layer in an OLED for ink-jet printing phosphorescent materials, and the ink-jet printing method of the organic light emitting layer refers to the following steps:
in step Q1, the above ink is inkjet printed to obtain an organic light emitting film.
The ink has stable ink output state and good film forming uniformity in the use process.
In the step Q2, the obtained organic light-emitting film is baked for 15min to 20min at the temperature of 50 ℃ to 60 ℃, and the organic light-emitting layer is obtained.
Generally, the thickness of the organic light-emitting layer finally obtained is 20nm to 30 nm.
The above-described inks, methods of making and using the same will now be described by way of specific examples, but it will be understood by those skilled in the art that these examples are only specific illustrations of the invention, and are not intended to limit the invention in its entirety.
Example 1
First, 108mg of CDBP and 12mg of Ir (mppy) were weighed out3Putting the mixture into a 6mL reagent bottle, measuring 4mL of butyl benzoate, adding the butyl benzoate into the reagent bottle, heating and stirring the mixture at the temperature of between 35 and 45 ℃ for 0.4 to 0.6h, and measuring 0.08mL of toluene each time, and adding the toluene into the reagent bottle; performing ultrasonic treatment at the frequency of 99kHz for 10-15 min, and repeating the process for 2-18 times until solutes (namely a host luminescent material CDBP and an object luminescent material Ir (mppy)3) And (4) completely dissolving to obtain a mixed precursor.
Then, the mixed precursor was filtered with a 0.2 μm filter head to obtain an ink.
In the obtained ink, the solid content is 24 mg/mL-25 mg/mL, the concentration of a host luminescent material CDBP is 21.6 mg/mL-22.5 mg/mL, and a guest luminescent material Ir (mppy)3The concentration of the organic solvent is 2.4 mg/mL-2.5 mg/mL, the volume percentage of the viscosity regulator of butyl benzoate is 80% -81%, and the volume percentage of the organic solvent of toluene is 19% -20%; the obtained ink had a viscosity of 9 to 11cp and a surface tension of 28 to 30 mN/m.
The application of the above-mentioned ink in the fabrication of an organic light emitting diode will be described in detail below.
Specifically, firstly, the ink is printed into an organic light-emitting film by an ink-jet printing method; then, the organic light-emitting film is moved to a hot table and baked for 15min to 20min at the temperature of 50 ℃ to 60 ℃, and finally, a green phosphorescent organic light-emitting layer with the thickness of 20nm to 25nm and the film-forming uniformity of 96 percent is obtained.
Example 2
First, 108mg of CDBP and 12mg of Ir (ppy) were weighed out3Putting the mixture into a 6mL reagent bottle A, weighing 4mL of butyl benzoate and butyl stearate with the volume ratio of 1:1, adding the weighed mixture into the reagent bottle A, and heating and stirring the mixture for 0.5 to 1 hour at the temperature of between 50 and 60 ℃.
Next, another 108mg CDBP and 12mg Ir (ppy) were weighed3Placing the mixture into a 6mL reagent bottle B, measuring 4mL chlorobenzene, adding the chlorobenzene into the reagent bottle B, and carrying out ultrasonic treatment at the frequency of 99kHz for 10-20 min to obtain a clear solution of 30 mg/mL.
Thirdly, adding the solution in the reagent bottle B with a certain volume into the reagent bottle A, and heating and stirring for 0.5-1 h at 50-60 ℃; adding the solution in the reagent bottle B of 1.8-2.1 mL into the reagent bottle A to ensure that the solutes (namely the host luminescent material CDBP and the guest luminescent material Ir (ppy)3) Basically dissolving to obtain a mixed precursor.
And finally, filtering the mixed precursor by adopting a filter head with the diameter of 0.2 mu m to obtain the ink.
In the obtained ink, the solid content is 29 mg/mL-30 mg/mL, the concentration of a host luminescent material CDBP is 26.1 mg/mL-27 mg/mL, and a guest luminescent material Ir (ppy)3The concentration of the organic solvent is 2.9 mg/mL-3 mg/mL, the total volume percentage of the viscosity regulator butyl benzoate and butyl stearate is 65-66%, and the volume percentage of the organic solvent chlorobenzene is 34-35%; the obtained ink has a viscosity of 10 to 12cp and a surface tension of 29 to 35 mN/m.
The application of the above-mentioned ink in the fabrication of an organic light emitting diode will be described in detail below.
Specifically, firstly, the ink is printed into an organic light-emitting film by an ink-jet printing method; then, the organic light-emitting film is moved to a hot table and baked for 15min to 20min at the temperature of 50 ℃ to 60 ℃, and finally, a green phosphorescent organic light-emitting layer with the thickness of 25nm to 30nm and the film-forming uniformity of 95% is obtained.
Example 3
First, 108mg of CDBP and 12mg of Ir (ppy) were weighed out2(acac) is placed in a 6mL reagent bottle A, 4mL tetrahydrofuran is measured and added into the reagent bottle A, and ultrasonic treatment is carried out for 10 min-20 min at the frequency of 99kHz to obtain a clear solution of 30 mg/mL.
And then, measuring 4mL of benzyl benzoate, adding the benzyl benzoate into a reagent bottle B, measuring a solution in the reagent bottle A with the volume of 0.1-0.5 mL each time, adding the solution into the reagent bottle B, carrying out ultrasonic treatment for 10-15 min at the frequency of 99kHz, and repeating the process for 8-15 times until the solution in the reagent bottle B is saturated to obtain a mixed precursor.
And finally, filtering the mixed precursor by adopting a filter head with the diameter of 0.2 mu m to obtain the ink.
In the obtained ink, the solid content is 12 mg/mL-13 mg/mL, the concentration of a host luminescent material CDBP is 10.8 mg/mL-11.7 mg/mL, and a guest luminescent material Ir (ppy)2(acac) concentration is 1.2 mg/mL-1.3 mg/mL, volume percentage of viscosity regulator benzyl benzoate is 57% -58%, volume percentage of organic solvent tetrahydrofuran is 42% -43%; the obtained ink has a viscosity of 9 to 11cp and a surface tension of 28 to 32 mN/m.
The application of the above-mentioned ink in the fabrication of an organic light emitting diode will be described in detail below.
Specifically, firstly, the ink is printed into an organic light-emitting film by an ink-jet printing method; then, the organic light-emitting film is moved to a hot table and baked for 15min to 20min at the temperature of 50 ℃ to 60 ℃, and finally, a green phosphorescent organic light-emitting layer with the thickness of 20nm to 22nm and the film-forming uniformity of 93 percent is obtained.
Example 4
In the description of embodiment 4, the same points as those of embodiment 1 will not be described again, and only the differences from embodiment 1 will be described. Example 4 differs from example 1 in that 108mg of CBP was used instead of CDBP, 0.08mL of xylene was used instead of toluene, and 5mL of ethyl cinnamate was used instead of butyl benzoate, and the rest was as described in reference to example 1, and an ink was obtained.
In the ink obtained in this example, the solid content was 19mg/mL to 20mg/mL, wherein the host luminescent materialThe concentration of CBP is 17.1 mg/mL-18 mg/mL, and the guest luminescent material Ir (mppy)3The concentration of the compound is 1.9 mg/mL-2 mg/mL, the volume percentage of the viscosity regulator ethyl cinnamate is 83-85%, and the volume percentage of the organic solvent xylene is 15-17%; the obtained ink had a viscosity of 9 to 11cp and a surface tension of 29 to 33 mN/m.
A green phosphorescent organic light-emitting layer having a thickness of 20nm to 30nm and a film formation uniformity of 94% was obtained on the basis of the ink obtained in this example by the same process as in example 1.
Example 5
In the description of embodiment 5, the same points as those of embodiment 2 will not be described again, and only the differences from embodiment 2 will be described. Example 5 differs from example 2 in that 54mg of CBP was used instead of CDBP, and 6mg of Ir (ppy)3Ink was obtained as described in example 2 except that 4mL of chloroform was used instead of chlorobenzene and 4mL of butyl benzoate and butyl stearate in a volume ratio of 3:1 were used instead of 1:1 butyl benzoate and butyl stearate.
In the ink obtained in this example, the solid content was 14 mg/mL-15 mg/mL, the concentration of the host luminescent material CBP was 12.6 mg/mL-13.5 mg/mL, and the guest luminescent material Ir (ppy)3The concentration of the organic solvent is 1.4 mg/mL-1.5 mg/mL, the total volume percentage of the viscosity regulator of butyl benzoate and butyl stearate is 61-62%, and the volume percentage of the organic solvent of chloroform is 38-39%; the obtained ink has a viscosity of 10 to 12cp and a surface tension of 28 to 31 mN/m.
A green phosphorescent organic light-emitting layer having a thickness of 20nm to 30nm and a film formation uniformity of 94% was obtained on the basis of the ink obtained in this example by the same process as in example 2.
Example 6
In the description of embodiment 6, the same points as those of embodiment 3 will not be described again, and only the differences from embodiment 3 will be described. Example 6 differs from example 3 in that 108mg of CBP was used instead of CDBP, 4mL of chlorobenzene was used instead of tetrahydrofuran, 5mL of butyl benzoate and ethyl cinnamate in a volume ratio of 2:1 were used instead of benzyl benzoate, and the remainder was described with reference to example 3, and an ink was obtained.
In the ink obtained in this example, the solid content was 5 mg/mL-6 mg/mL, the concentration of the host luminescent material CBP was 4.5 mg/mL-5.4 mg/mL, and the guest luminescent material Ir (ppy)2(acac) concentration is 0.5 mg/mL-0.6 mg/mL, the total volume percentage of the viscosity regulator of butyl benzoate and ethyl cinnamate is 83-84%, and the volume percentage of the organic solvent of chlorobenzene is 16-17%; the obtained ink had a viscosity of 9 to 11cp and a surface tension of 28 to 30 mN/m.
By the same procedure as in example 3, a green phosphorescent organic light-emitting layer having a thickness of 20nm to 30nm and a film formation uniformity of 90% was obtained on the basis of the ink obtained in this example.
Example 7
In the description of embodiment 7, the same points as those of embodiment 3 will not be described again, and only the differences from embodiment 3 will be described. Example 7 differs from example 3 in that 12mg ADS077RE is used in place of Ir (ppy)2(acac) ink was obtained as described in example 3, except that 4mL of chlorobenzene was used instead of tetrahydrofuran and 5mL of butyl benzoate was used instead of benzyl benzoate.
In the ink obtained in the embodiment, the solid content is 5mg/mL to 6mg/mL, wherein the concentration of the host luminescent material CDBP is 4.5mg/mL to 5.4mg/mL, the concentration of the guest luminescent material ADS077RE is 0.5mg/mL to 0.6mg/mL, the volume percentage of the viscosity regulator butyl benzoate is 83% to 84%, and the volume percentage of the organic solvent chlorobenzene is 16% to 17%; the obtained ink had a viscosity of 9 to 11cp and a surface tension of 28 to 30 mN/m.
By the same procedure as in example 3, a red phosphorescent organic light-emitting layer having a thickness of 20nm to 30nm and a film formation uniformity of 90% was obtained on the basis of the ink obtained in this example.
Example 8
In the description of embodiment 8, the same points as those of embodiment 1 will not be described again, and only the differences from embodiment 1 will be described. Example 8 differs from example 1 in that 108m was usedg mCP instead of CDBP, 12mg (dpbm)2Ir (acac) instead of Ir (mppy)3Inks were obtained as described in example 1, except that 0.08mL of chlorobenzene was used instead of toluene and 4mL of benzyl benzoate was used instead of butyl benzoate.
In the ink obtained in this example, the solid content was 29mg/mL to 30mg/mL, the concentration of the host luminescent material mCP was 26.1mg/mL to 27mg/mL, and the guest luminescent material (dpbm)2The concentration of Ir (acac) is 2.9 mg/mL-3 mg/mL, the volume percentage of the viscosity regulator benzyl benzoate is 98-99%, and the volume percentage of the organic solvent chlorobenzene is 1-2%; the obtained ink has a viscosity of 10 to 12cp and a surface tension of 30 to 35 mN/m.
A blue phosphorescent organic light-emitting layer having a thickness of 25nm to 30nm and a film formation uniformity of 95% was obtained on the basis of the ink obtained in this example by the same process as in example 1.
It should be noted that the selection of the materials for the host light-emitting material and the guest light-emitting material in the present invention is not limited to the above embodiments, and the above embodiments are only preferred specific examples, and those skilled in the art can refer to the host light-emitting material and/or the guest light-emitting material selected based on the principle that the triplet level of the host light-emitting material is at least 0.2eV higher than the triplet level of the guest light-emitting material under the guidance of the idea of the present invention, and the scope of the present invention is covered.
While the invention has been shown and described with reference to certain embodiments, those skilled in the art will understand that: various changes in form and details may be made therein without departing from the spirit and scope of the invention as defined by the appended claims and their equivalents.

Claims (10)

1. The ink for the organic light-emitting layer of the ink-jet printing is characterized by comprising a host light-emitting material, a guest light-emitting material, a viscosity regulator and an organic solvent which are uniformly mixed; wherein the triplet energy level of the host light-emitting material is higher than the triplet energy level of the guest light-emitting material by at least 0.2 eV.
2. The ink according to claim 1, wherein the guest light-emitting material is a green phosphorescent material, a red phosphorescent material, or a blue phosphorescent material.
3. The ink according to claim 2, wherein the guest light emitting material is selected from Ir (ppy)3、Ir(ppy)2(acac)、Ir(mppy)3、ADS077RE、(dpbm)2At least one of Ir (acac).
4. The ink according to claim 1, wherein the host light-emitting material is at least one selected from the group consisting of a carbazole derivative, an oxadiazole derivative, a benzoxazole derivative, and a benzothiazole derivative.
5. The ink according to claim 4, wherein the host luminescent material is at least one selected from the group consisting of 4,4 ' -bis (9-carbazolyl) -2,2 ' -dimethylbiphenyl, 4 ' -bis (9-carbazole) biphenyl, and N, N-dicarbazolyl-3, 5-benzene.
6. The ink according to any one of claims 1 to 5, wherein the concentration of the host luminescent material in the ink is 4.5mg/mL to 27 mg/mL; the concentration of the object luminescent material is 0.5 mg/mL-3 mg/mL; the volume percentage of the organic solvent is 1-45%; the volume percentage of the viscosity regulator is 55-99%.
7. The ink according to claim 6, wherein the ink has a viscosity of 9 to 12cp, a surface tension of 28 to 35mN/m, and a solid content of 5 to 30 mg/mL.
8. The ink of claim 7, wherein the viscosity modifier is selected from at least one of an alcohol, an ether, an ester, a phenol, and an amine; the organic solvent is at least one of toluene, chlorobenzene, xylene, tetrahydrofuran and chloroform, and the surface tension of the organic solvent is 28 mN/m-35 mN/m.
9. A method of preparing an ink according to any one of claims 1 to 8, comprising the steps of:
s1, mixing and dispersing the host luminescent material, the guest luminescent material, the viscosity regulator and the organic solvent, and thermally stirring at 50-60 ℃ to obtain a mixed precursor;
and S2, filtering the mixed precursor to obtain the ink.
10. A method for manufacturing an organic light emitting layer includes the steps of;
q1, ink-jet printing the ink of any one of claims 1 to 8 to obtain an organic light-emitting film;
q2, baking the organic light-emitting film at 50-60 ℃ for 15-20 min to obtain the organic light-emitting layer.
CN201810680211.2A 2018-06-27 2018-06-27 Ink for ink-jet printing organic light-emitting layer and preparation method and application thereof Pending CN110643223A (en)

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CN112251076A (en) * 2020-09-27 2021-01-22 南京邮电大学 Ink for ink-jet printing luminescent material, luminescent film and application
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CN115960491A (en) * 2022-12-16 2023-04-14 深圳市华星光电半导体显示技术有限公司 Ink, OLED device and display panel

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Publication number Priority date Publication date Assignee Title
CN112251076A (en) * 2020-09-27 2021-01-22 南京邮电大学 Ink for ink-jet printing luminescent material, luminescent film and application
WO2022223675A1 (en) * 2021-04-23 2022-10-27 Merck Patent Gmbh Formulation of an organic functional material
CN115960491A (en) * 2022-12-16 2023-04-14 深圳市华星光电半导体显示技术有限公司 Ink, OLED device and display panel
CN115960491B (en) * 2022-12-16 2024-03-29 深圳市华星光电半导体显示技术有限公司 Ink, OLED device and display panel

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