CN109825129A - Electron transfer layer ink and its preparation method - Google Patents
Electron transfer layer ink and its preparation method Download PDFInfo
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- CN109825129A CN109825129A CN201910136720.3A CN201910136720A CN109825129A CN 109825129 A CN109825129 A CN 109825129A CN 201910136720 A CN201910136720 A CN 201910136720A CN 109825129 A CN109825129 A CN 109825129A
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- transfer layer
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Abstract
The invention discloses a kind of electron transfer layer ink and its preparation method, the component of electron transfer layer ink includes water/alcohol-soluble organic conjugate material, 0.1%-30% by mass fraction；First dopant material, 0.01%-5%；Second dopant material, 0.01%-15%；Surface tension modifier, 0.1%-5%；Viscosity-controlling agent, 0.1%-5%；Solvent, 40%-99.68%.Electron transfer layer ink of the invention and its preparation method, by using water/alcohol-soluble organic conjugate material as primary electron transmission material, and by alkali metal compound as the first dopant material, form the effect of n-type doping, approximate Ohmic contact is caused in cathode interface, enhances electron injection ability, can avoid dissolving each other with emitting layer material, and electron injection and transmittability are improved simultaneously, be conducive to the luminescent device for making whole soln.
Description
Technical field
The present invention relates to fields such as displays, specially a kind of electron transfer layer ink and its preparation method.
Background technique
Self-luminous that organic electroluminescent LED (OLED) has with its own, high comparison, wide colour gamut, big visual angle,
A series of outstanding advantages such as Flexible Displays can be achieved in fast response time, and are considered as most potential next-generation novel flat-plate
Display technology.The OLED product being commercialized at present is mainly to be prepared by high vacuum thermal evaporation deposition, is faced with equipment
With complex process, energy consumption is high, waste of material is big, at high cost the disadvantages of.Typographical display technology prepares high performance for low cost
OLED product provides an effective approach.Wherein inkjet printing technology is by by the configured ink containing functional material
It drop by drop instills in pixel hole, greatly improves stock utilization.And high-vacuum equipment is not needed, it can effectively drop
Low cost has great advantage in terms of preparing large scale oled panel.Meanwhile inkjet printing technology can be used for preparing
Quanta point electroluminescent diode (QLED), in addition to luminescent material is quanta point material, other materials processing procedure and inkjet printing
OLED making technology has very high compatibility.
Inkjet printing OLED device structure common at present can't realize whole soln processing procedure, wherein hole injection layer, empty
Cave transport layer and luminescent layer are printing processing procedure, and electron transfer layer and cathode are still vapor deposition processing procedure.This is because most of electronics pass
Defeated layer material is the material of organic solvent dissolution, after being configured to ink, is easy the presence of phenomenon of dissolving each other between luminescent layer, causes complete
The device preparation of solution process has difficulties.To realize whole soln processing procedure, needing to develop has water/alcohol of electronic transport property molten
Property organic conjugate material, because the solvent of its solvent and luminescent layer be orthogonal solvents, it is smaller to luminous damage layer.But it is this at present
That there is electron transport abilities is not strong for water/alcohol-soluble organic conjugate material, and there is also the difficulties of injection between electrode.
Summary of the invention
To solve above-mentioned technical problem: the present invention provides a kind of electron transfer layer ink and its preparation method, by using
Water/alcohol-soluble organic conjugate material is as primary electron transmission material, and by alkali metal compound as the first dopant material,
The effect for forming n-type doping causes approximate Ohmic contact in cathode interface, enhances electron injection ability, can avoid with it is luminous
Layer material dissolves each other, and improves electron injection and transmittability simultaneously, is conducive to the luminescent device for making whole soln.
The technical solution to solve the above problems is: the present invention provides a kind of electron transfer layer ink, and component is by quality point
Number includes water/alcohol-soluble organic conjugate material, 0.1%-30%；First dopant material, 0.01%-5%；Second dopant material,
0.01%-15%；Surface tension modifier, 0.1%-5%；Viscosity-controlling agent, 0.1%-5%；Solvent, 40%-99.68%.
In an embodiment of the present invention, the viscosity of the electron transfer layer ink is 1cps-1000cps；The electronics passes
The surface tension of defeated layer ink is 20dyne/cm-60dyne/cm.
In an embodiment of the present invention, the water/alcohol-soluble organic conjugate material includes small molecule material, polymer material
At least one of, the small molecule material includes 1,3,5- tri- (1- phenyl -1H- benzimidazolyl-2 radicals-yl) benzene, the bis- [5- of 1,3-
(4- tert-butyl-phenyl) -2- [1,3,4] oxadiazoles base] benzene, three (2,4,6- trimethyl -3- (pyridin-3-yl) phenyl) borines, 1,
At least one of 3,5- tri- [(3- pyridyl group) -3- phenyl] benzene, bis- two fluorenes of (two phenenyl phosphinyl) -9,9'- spiral shell of 2,7-；It is described
Polymer material is amino-contained polyfluorene class conjugated polymer or derivatives thereof.
In an embodiment of the present invention, the viscosity-controlling agent is alcohols, in ethers, esters, phenols, amine regulator
It is one or more of.
In an embodiment of the present invention, the solvent is water or alcohols solvent；The alcohols solvent is monohydric alcohol, polynary
The one or more of alcohol.
In an embodiment of the present invention, first dopant material is alkali metal fluoride, alkali metal acetate, alkali gold
Belong at least one of carbonate.
In an embodiment of the present invention, the alkali metal fluoride includes sodium fluoride, lithium fluoride, at least one in cesium fluoride
Kind, the alkali metal acetate includes at least one of lithium acetate, sodium acetate, cesium acetate, and the alkali carbonate includes
At least one of lithium carbonate, cesium carbonate.
In an embodiment of the present invention, second dopant material be transition metal oxide, fullerene and its derivative,
At least one of carbon nanotube, graphene.The transition metal oxide include zinc oxide, titanium oxide, in vanadium oxide extremely
Few one kind.
In an embodiment of the present invention, the surface tension modifier includes cosolvent, surfactant, adjusts surface
At least one of small molecule compound of power；It is described adjust surface tension small molecule compound be imidazole and its derivants,
At least one of phenol, hydroquinone.
The invention also discloses a kind of preparation methods of electron transfer layer ink, comprising the following steps: according to mass fraction
The each component of electron transfer layer ink is provided；By water/alcohol-soluble organic conjugate material, the first dopant material, the second dopant material
Solvent is added to dissolve and be uniformly mixed, obtains the first solution；Surface tension modifier and viscosity-controlling agent is added to described first
In solution, 0 DEG C -50 DEG C at a temperature of, stir 0.5-24 hour, until the surface tension modifier and the viscosity adjusting
Agent is completely dissolved, and obtains the second solution；Second solution is filtered to get electron transfer layer ink is arrived.
The invention has the advantages that electron transfer layer ink of the invention, using water/alcohol-soluble organic conjugate material as master
Electron transport material is wanted, alkali metal compound forms the effect of n-type doping as the first dopant material, causes in cathode interface
Approximate Ohmic contact enhances electron injection ability；The transition metal oxide of electron mobility with higher, fullerene and
Its derivative, carbon nanotube, graphene etc. are used as the second dopant material, play the role of enhancing electron transport ability；Water or alcohol
Class solvent obtains a kind of suitable for printing skill as main solvent by adjusting the component ratio, viscosity and surface tension of each solute
The electron transfer layer ink of art effectively raises the electron injection and transmittability of electron transfer layer.
The preparation method of electron transfer layer ink of the invention, simple process do not need cumbersome preparation process, only need by
Various components being dissolved into solvent gradually.
Specific embodiment
Electron transfer layer ink of the invention, component include water/alcohol-soluble organic conjugate material by mass fraction,
0.1%-30%；First dopant material, 0.01%-5%；Second dopant material, 0.01%-15%；Surface tension modifier,
0.1%-5%；Viscosity-controlling agent, 0.1%-5%；Solvent, 40%-99.68%.
The water/alcohol-soluble organic conjugate material includes at least one of small molecule material, polymer material, described small
Molecular material include 1,3,5- tri- (1- phenyl -1H- benzimidazolyl-2 radicals-yl) benzene, 1,3- it is bis- [5- (4- tert-butyl-phenyl) -2- [1,
3,4] oxadiazoles base] benzene, three (2,4,6- trimethyl -3- (pyridin-3-yl) phenyl) borines, 1,3,5- tri- [(3- pyridyl group) -3-
Phenyl] benzene, at least one of bis- two fluorenes of (two phenenyl phosphinyl) -9,9'- spiral shell of 2,7-；The polymer material is poly- for amino-contained
Fluorenes class conjugated polymer or derivatives thereof.
First dopant material is at least one of alkali metal fluoride, alkali metal acetate, alkali carbonate.
The alkali metal fluoride includes at least one of sodium fluoride, lithium fluoride, cesium fluoride, and the alkali metal acetate includes acetic acid
At least one of lithium, sodium acetate, cesium acetate, the alkali carbonate include at least one of lithium carbonate, cesium carbonate.
Second dopant material is transition metal oxide, fullerene and its derivative, in carbon nanotube, graphene
It is at least one.The transition metal oxide includes at least one of zinc oxide, titanium oxide, vanadium oxide.
The viscosity-controlling agent is one or more of alcohols, ethers, esters, phenols, amine regulator.
The surface tension modifier includes cosolvent, surfactant, adjusts in the small molecule compound of surface tension
At least one.The small molecule compound for adjusting surface tension is imidazole and its derivants, phenol, one in hydroquinone
Kind is several.
The solvent is water or alcohols solvent；The alcohols solvent is the one or more of monohydric alcohol, polyalcohol.
The viscosity of the electron transfer layer ink is 1cps-1000cps；The surface tension of the electron transfer layer ink is
20dyne/cm-60dyne/cm。
Below with reference to the embodiment of the preparation method of specific electron transfer layer ink, the present invention is further explained.
Embodiment 1
The preparation method of the electron transfer layer ink of the present embodiment, comprising the following steps:
The each component of electron transfer layer ink is provided according to mass fraction；Its component includes water/alcohol-soluble by mass fraction
Organic conjugate material 0.1%；First dopant material 0.01%；Second dopant material 0.01%；Surface tension modifier 0.1%；
Viscosity-controlling agent, 0.1%；Solvent 99.68%.
Solvent is added in the water/alcohol-soluble organic conjugate material, first dopant material, second dopant material
It dissolves and is uniformly mixed, obtain the first solution.
The surface tension modifier and viscosity-controlling agent is added into first solution, in 0 DEG C -50 DEG C of temperature
Under, it stirs 0.5-24 hours, until the surface tension modifier and the viscosity-controlling agent are completely dissolved, it is molten to obtain second
Liquid；Second solution is filtered to get electron transfer layer ink is arrived.Increasing surface tension modifier is to adjust the electronics
The surface tension of transport layer ink, so that the surface tension of the electron transfer layer ink is 20dyne/cm-60dyne/cm.Increase
Add the viscosity-controlling agent, is the viscosity in order to adjust the electron transfer layer ink, the viscosity of the electron transfer layer ink
For 1cps-1000cps.
Embodiment 2
The preparation method of the electron transfer layer ink of the present embodiment, comprising the following steps:
The each component of electron transfer layer ink is provided according to mass fraction；Its component includes water/alcohol-soluble by mass fraction
Organic conjugate material 15%；First dopant material 2.5%；Second dopant material 7.5%；Surface tension modifier 2.5%；Viscosity
Regulator, 2.5%；Solvent 70%.
Solvent is added in the water/alcohol-soluble organic conjugate material, first dopant material, second dopant material
It dissolves and is uniformly mixed, obtain the first solution.
The surface tension modifier and viscosity-controlling agent is added into first solution, in 0 DEG C -50 DEG C of temperature
Under, it stirs 0.5-24 hours, until the surface tension modifier and the viscosity-controlling agent are completely dissolved, it is molten to obtain second
Liquid；Second solution is filtered to get electron transfer layer ink is arrived.Increasing surface tension modifier is to adjust the electronics
The surface tension of transport layer ink, so that the surface tension of the electron transfer layer ink is 20dyne/cm-60dyne/cm.Increase
Add the viscosity-controlling agent, is the viscosity in order to adjust the electron transfer layer ink, the viscosity of the electron transfer layer ink
For 1cps-1000cps.
Embodiment 3
The preparation method of the electron transfer layer ink of the present embodiment, comprising the following steps:
The each component of electron transfer layer ink is provided according to mass fraction；Its component includes water/alcohol-soluble by mass fraction
Organic conjugate material 30%；First dopant material 5%；Second dopant material 15%；Surface tension modifier 5%；Viscosity is adjusted
Agent, 5%；Solvent 40%.
Solvent is added in the water/alcohol-soluble organic conjugate material, first dopant material, second dopant material
It dissolves and is uniformly mixed, obtain the first solution.
The surface tension modifier and viscosity-controlling agent is added into first solution, in 0 DEG C -50 DEG C of temperature
Under, it stirs 0.5-24 hours, until the surface tension modifier and the viscosity-controlling agent are completely dissolved, it is molten to obtain second
Liquid；Second solution is filtered to get electron transfer layer ink is arrived.Increasing surface tension modifier is to adjust the electronics
The surface tension of transport layer ink, so that the surface tension of the electron transfer layer ink is 20dyne/cm-60dyne/cm.Increase
Add the viscosity-controlling agent, is the viscosity in order to adjust the electron transfer layer ink, the viscosity of the electron transfer layer ink
For 1cps-1000cps.
Obtained electron transfer layer ink through the foregoing embodiment, uses the water/alcohol-soluble organic conjugate material
As primary electron transmission material, alkali metal compound forms the effect of n-type doping, in cathode circle as the first dopant material
Approximate Ohmic contact is caused in face, enhances electron injection ability；The transition metal oxide of electron mobility with higher, it is rich
Alkene and its derivative, carbon nanotube are strangled, graphene etc. is used as the second dopant material, plays the role of enhancing electron transport ability；
Water or alcohols solvent effectively raise electricity as main solvent by adjusting the component ratio, viscosity and surface tension of each solute
The electron injection and transmittability of sub- transport layer.
The above is merely preferred embodiments of the present invention, be not intended to limit the invention, it is all in spirit of the invention and
Made any modifications, equivalent replacements, and improvements etc., should all be included in the protection scope of the present invention within principle.
Claims (10)
1. a kind of electron transfer layer ink, which is characterized in that its component includes by mass fraction
2. electron transfer layer ink according to claim 1, which is characterized in that the viscosity of the electron transfer layer ink is
1cps-1000cps；The surface tension of the electron transfer layer ink is 20dyne/cm-60dyne/cm.
3. electron transfer layer ink according to claim 1, which is characterized in that the water/alcohol-soluble organic conjugate material
Including at least one of small molecule material, polymer material, the small molecule material includes 1,3,5- tri- (1- phenyl -1H- benzene
And imidazoles -2- base) benzene, 1,3- bis- [5- (4- tert-butyl-phenyl) -2- [1,3,4] oxadiazoles base] benzene, three (2,4,6- trimethyls -
3- (pyridin-3-yl) phenyl) borine, 1,3,5- tri- [(3- pyridyl group) -3- phenyl] benzene, bis- (two phenenyl phosphinyl) -9 2,7-,
At least one of two fluorenes of 9'- spiral shell；The polymer material is amino-contained polyfluorene class conjugated polymer or derivatives thereof.
4. electron transfer layer ink according to claim 1, which is characterized in that the viscosity-controlling agent be alcohols, ethers,
One or more of esters, phenols, amine regulator.
5. electron transfer layer ink according to claim 1, which is characterized in that the solvent is water or alcohols solvent；
The alcohols solvent is the one or more of monohydric alcohol, polyalcohol.
6. electron transfer layer ink according to claim 1, which is characterized in that first dopant material is alkali metal
At least one of fluoride, alkali metal acetate, alkali carbonate.
7. electron transfer layer ink according to claim 6, which is characterized in that the alkali metal fluoride includes fluorination
At least one of sodium, lithium fluoride, cesium fluoride, the alkali metal acetate include lithium acetate, sodium acetate, in cesium acetate at least
One kind, the alkali carbonate include at least one of lithium carbonate, cesium carbonate.
8. electron transfer layer ink according to claim 1, which is characterized in that second dopant material is transition metal
At least one of oxide, fullerene and its derivative, carbon nanotube, graphene；The transition metal oxide includes oxygen
Change at least one of zinc, titanium oxide, vanadium oxide.
9. electron transfer layer ink according to claim 1, which is characterized in that the surface tension modifier includes molten altogether
At least one of agent, surfactant, the small molecule compound for adjusting surface tension；The small molecule for adjusting surface tension
Compound is at least one of imidazole and its derivants, phenol, hydroquinone.
10. a kind of preparation method of electron transfer layer ink, which comprises the following steps:
The each component of electron transfer layer ink is provided according to mass fraction as claimed in claim 1；
Water/alcohol-soluble organic conjugate material, the first dopant material, the second dopant material addition solvent are dissolved and are uniformly mixed,
Obtain the first solution；
Surface tension modifier and viscosity-controlling agent is added into first solution, 0 DEG C -50 DEG C at a temperature of, stirring
0.5-24 hours, until the surface tension modifier and the viscosity-controlling agent are completely dissolved, obtain the second solution；
Second solution is filtered to get electron transfer layer ink is arrived.
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