CN103922995B - A kind of organic electroluminescence device and display device - Google Patents

A kind of organic electroluminescence device and display device Download PDF

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CN103922995B
CN103922995B CN201410138967.6A CN201410138967A CN103922995B CN 103922995 B CN103922995 B CN 103922995B CN 201410138967 A CN201410138967 A CN 201410138967A CN 103922995 B CN103922995 B CN 103922995B
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guest
organic electroluminescence
electroluminescence device
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CN103922995A (en
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谢再锋
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Tianma Microelectronics Co Ltd
Wuhan Tianma Microelectronics Co Ltd
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Tianma Microelectronics Co Ltd
Shanghai Tianma AM OLED Co Ltd
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/80[b, c]- or [b, d]-condensed
    • C07D209/82Carbazoles; Hydrogenated carbazoles
    • C07D209/86Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
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    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
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    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/40Organosilicon compounds, e.g. TIPS pentacene
    • HELECTRICITY
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    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
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    • H10K85/657Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6572Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/341Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/342Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
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    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/631Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine

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Abstract

The present invention relates to electroluminescent technology fields, disclose a kind of organic electroluminescence device and a kind of display device, the organic electroluminescence device includes organic luminous layer, the organic luminous layer includes at least one layer of host-guest dopant material, wherein the molecular structure of the material of main part of the one or more layers host-guest dopant material is:The non-conjugated empty resistance electron transporting groups of cavity transmission group, the highest occupied molecular orbital of the host material molecules and the energy level difference of lowest unoccupied molecular orbital are not less than 5.2eV, and the energy level difference of triplet and singlet energy level is not less than 2.8eV.The material of main part of the present invention is with the bipolar sexual function for passing hole and the son that conducts electricity, so electronics and hole just can obtain active balance in the material of main part of luminescent layer, exciton transfer can be formed to guest materials, then photon is released, it can effectively shine, improve the performance of organic electroluminescence device.

Description

A kind of organic electroluminescence device and display device
Technical field
The present invention relates to electroluminescent technology field more particularly to a kind of organic electroluminescence device and a kind of display dresses It puts.
Background technology
Organic electroluminescence device(Organic Light Emitting Display, abbreviation OLED)It is put down as new Panel display and liquid crystal display(Liquid Crystal Display, abbreviation LCD)It compares, there is thin, light, wide viewing angle, master It is dynamic shine, luminescent color is continuously adjustable, at low cost, fast response time, energy consumption is small, driving voltage is low, operating temperature range is wide, raw Production. art is simple, luminous efficiency is high and can Flexible Displays the advantages that.OLED is just because of incomparable with other displays Advantage and fine application prospect have obtained the very big concern of industrial circle and scientific circles.
Existing organic electroluminescence device includes the cathode, electron transfer layer, the organic luminous layer that are arranged in order (Emitting Layer, abbreviation EML), hole transmission layer, anode and substrate.The raising of organic electroluminescence device efficiency, it is main If improve the formation probability of exciton as far as possible in organic luminous layer.And in organic electroluminescence device, hole transmission layer material The hole mobility of material is higher by 1 to 2 orders of magnitude than the electron mobility of electron transport layer materials, so as to cause organic light emission Electronics and the imbalance of hole injection, are unfavorable for the formation of exciton in layer, in turn result in the efficiency rolling of organic electroluminescence device Drop(Roll-off)It is extremely serious, the serious deterioration performance of device.
The content of the invention
The embodiment of the present invention provides a kind of organic electroluminescence device and a kind of display device, to solve in the prior art There are problems that the serious efficiency roll-off of organic electroluminescence device.
The embodiment of the present invention provides a kind of organic electroluminescence device first, and the organic electroluminescence device includes organic Luminescent layer, the organic luminous layer includes at least one layer of host-guest dopant material, wherein the one or more layers main body The molecular structure of the material of main part of object dopant material is:Cavity transmission group-non-conjugated empty resistance-electron transporting groups, it is described The highest occupied molecular orbital of host material molecules(Highest Occupied Molecular Orbital, abbreviation HOMO)With Lowest unoccupied molecular orbital(Lowest Unoccupied Molecular Orbital, abbreviation LOMO)Energy level difference be not less than 5.2eV, and triplet(T1)With singlet energy level(S0)Energy level difference be not less than 2.8eV.
It in order to solve the problems, such as the efficiency roll-off of OLED device, must just cause the hole in EML and electronic equilibrium, reduce Exciton quenching under high current density, the present invention carry out rational MOLECULE DESIGN, selection by the material of main part to luminescent layer Cavity transmission group-material of main part of the non-conjugated empty resistance-electron transporting groups as luminescent layer, this material of main part is with biography Hole and the bipolar sexual function for the son that conducts electricity, then electronics and hole just can effectively be put down in the material of main part of luminescent layer Weighing apparatus can form exciton transfer to guest materials, then release photon, can effectively shine, improve organic electroluminescence device Performance.Selection for material of main part will consider it with high triplet energy level T1, to prevent energy from turning round, this implementation The energy level difference of the molecule triplet of material of main part and singlet energy level is not less than 2.8eV in example;It also needs to consider main body material The molecule HOMO energy levels and lumo energy of material will can match OLED device, and the molecule highest of material of main part occupies in the present embodiment The energy level difference of molecular orbit and lowest unoccupied molecular orbital is not less than 5.2eV;In addition, the emission spectrum of material of main part is wanted and object Absorption spectrum have a higher overlapping, such energy transmission ratio more thoroughly, external quantum efficiency(External quantum Efficiency, abbreviation EQE)Compare high.
Preferably, the material of main part is represented using any bipolarity compound in general formula I~general formula V:
Wherein, R1Represent cavity transmission group, R2Represent electron transporting groups, the highest of the bipolarity compound molecule Occupied molecular orbital is distributed in R1On group, lowest unoccupied molecular orbital is distributed in R2On group.
Preferably, R1For substituted or unsubstituted carbazyl or R1For substituted or unsubstituted triphenylamine base;R2To contain The aryl of sulfuryl contains sulfuryl heterocycle, the aryl containing sulfoxide group or the heterocycle containing sulfoxide group.
Preferably, R1It is represented using general formula VI or general formula VII:
Wherein, in general formula VI, when the nitrogen-atoms of general formula VI is connected with phenyl any in general formula I~general formula V, R3 And R4Independently selected from hydrogen atom, carbazyl, phenyl or C1-C6 alkyl, cancel group R5;As the carbon atom of general formula VI and general formula I When any phenyl is connected in~general formula V, R5For C1-C6 alkyl, R3And R4Independently selected from hydrogen atom, carbazyl, phenyl or C1-C6 alkyl;
In general formula VII, R3Independently selected from hydrogen atom, carbazyl, phenyl or C1-C6 alkyl.
Preferably, R2It is represented using general formula VIII or general formula IX:
Wherein, in general formula VIII, X is sulfuryl or sulfoxide group, sulphur atom and the general formula I~general formula V of sulfuryl or sulfoxide group In any phenyl connection;N is 0,1 or 2;Y is carbon atom or nitrogen-atoms;R6It is former for hydrogen atom, C1-C6 alkyl or halogen Son;
In general formula IX, R6Independently selected from hydrogen atom, C1-C6 alkyl or halogen atom.
Preferably, the bipolarity compound is selected from least one following shown compounds:
Preferably, the organic luminous layer includes two layers of host-guest dopant material, is respectively the doping of the first host-guest Material and the second host-guest dopant material;
The material of main part of the first host-guest dopant material be 4,4 ', 4 ' '-three (N- carbazyls) triphenylamine, object Material is that double (4,6- difluorophenyl pyridinatos-N, C2) pyridinecarboxylics close iridium;The main body material of the second host-guest dopant material Expect for general formula I~general formula V it is any shown in bipolarity compound, guest materials is double (4,6- difluorophenyl pyridinato-N, C2) pyrroles Pyridine formyl closes iridium.
Preferably, the organic luminous layer includes three layer main body object dopant materials, is respectively the doping of the 3rd host-guest Material, the 4th host-guest dopant material and the 5th host-guest dopant material, wherein, the 4th host-guest dopant material Between the 3rd host-guest dopant material and the 5th host-guest dopant material;
The material of main part of the 3rd host-guest dopant material be 4,4 ', 4 ' '-three (N- carbazyls) triphenylamine, object Material is that double (4,6- difluorophenyl pyridinatos-N, C2) pyridinecarboxylics close iridium;The main body material of the 4th host-guest dopant material Expect for the bipolarity compound and 4 shown in general formula I, 4 ', 4 ' '-three (N- carbazyls) triphenylamine, guest materials is double (4,6- bis- Fluorobenzene yl pyridines-N, C2) pyridinecarboxylic conjunction iridium;The material of main part of the 5th host-guest dopant material is general formula I~general formula V Bipolarity compound shown in any, guest materials are that double (4,6- difluorophenyl pyridinato-N, C2) pyridinecarboxylics close iridium.
Preferably, the highest occupied molecular orbital of the host material molecules and the energy level difference of lowest unoccupied molecular orbital are 5.2eV to 6.5eV.
The embodiment of the present invention also provides a kind of display device, and the display device includes any of the above-described kind of organic electroluminescent Device.
In the display device of the present invention, due to using any of the above-described kind of organic electroluminescence device, display dress The electronics put and hole just can obtain active balance in the material of main part of luminescent layer, can form exciton transfer to object Then material releases photon, can effectively shine, and improves the performance of organic electroluminescence device, and then improves display device Performance.
Description of the drawings
To describe the technical solutions in the embodiments of the present invention more clearly, make required in being described below to embodiment Attached drawing is briefly introduced, it should be apparent that, the accompanying drawings in the following description is only some embodiments of the present invention, for this For the those of ordinary skill in field, without having to pay creative labor, it can also be obtained according to these attached drawings His attached drawing.
Fig. 1 is the structure diagram of the organic electroluminescence device in one embodiment of the invention;
Fig. 2 is the current density and voltage curve of organic electroluminescence device A1 to A3;
Brightness and the voltage curve that Fig. 3 is organic electroluminescence device A1 to A3;
The external quantum efficiency and brightness curve figure that Fig. 4 is organic electroluminescence device A1 to A3;
The current efficiency and current density plot figure that Fig. 5 is organic electroluminescence device A1 to A3;
Fig. 6 is the current density and voltage curve of organic electroluminescence device B1 and B2;
Fig. 7 is the normalization electroluminescent light spectrogram of organic electroluminescence device B1 and B2;
Fig. 8 is the external quantum efficiency of organic electroluminescence device B1 and B2 and brightness curve figure;
Fig. 9 is the current efficiency of organic electroluminescence device B1 and B2 and current density plot figure.
Specific embodiment
In order to make the object, technical solutions and advantages of the present invention clearer, the present invention is made below in conjunction with attached drawing into It is described in detail to one step, it is clear that described embodiment is only the implementation of part of the embodiment of the present invention rather than whole Example.Based on the embodiments of the present invention, those of ordinary skill in the art are obtained without making creative work All other embodiment, belongs to the scope of protection of the invention.
The embodiment of the present invention provides a kind of organic electroluminescence device first, and the organic electroluminescence device includes organic Luminescent layer, the organic luminous layer includes at least one layer of host-guest dopant material, wherein the one or more layers main body The molecular structure of the material of main part of object dopant material is:Cavity transmission group-non-conjugated empty resistance-electron transporting groups, it is described The highest occupied molecular orbital of host material molecules(Highest Occupied Molecular Orbital, abbreviation HOMO)With Lowest unoccupied molecular orbital(Lowest Unoccupied Molecular Orbital, abbreviation LOMO)Energy level difference be not less than 5.2eV, and triplet(T1)With singlet energy level(S0)Energy level difference be not less than 2.8eV.
It in order to solve the problems, such as the efficiency roll-off of OLED device, must just cause the hole in EML and electronic equilibrium, reduce Exciton quenching under high current density, the present invention carry out rational MOLECULE DESIGN, selection by the material of main part to luminescent layer Cavity transmission group-material of main part of the non-conjugated empty resistance-electron transporting groups as luminescent layer, this material of main part is with biography Hole and the bipolar sexual function for the son that conducts electricity, then electronics and hole just can effectively be put down in the material of main part of luminescent layer Weighing apparatus can form exciton transfer to guest materials, then release photon, can effectively shine, improve organic electroluminescence device Performance.Selection for material of main part will consider it with high triplet energy level T1, to prevent energy from turning round, this implementation The energy level difference of the molecule triplet of material of main part and singlet energy level is not less than 2.8eV in example;It also needs to consider main body material The molecule HOMO energy levels and lumo energy of material will can match OLED device, and the molecule highest of material of main part occupies in the present embodiment The energy level difference of molecular orbit and lowest unoccupied molecular orbital is not less than 5.2eV;In addition, the emission spectrum of material of main part is wanted and object Absorption spectrum have a higher overlapping, such energy transmission ratio more thoroughly, external quantum efficiency(External quantum Efficiency, abbreviation EQE)Compare high.
In the molecular structure of aforementioned body material(Cavity transmission group-non-conjugated empty resistance-electron transporting groups)In, wherein Non-conjugated empty resistance can be used it is any in following two structures:A kind of structure is by two five-ring heterocycles, hexa-member heterocycle or benzene Ring is connected directly the non-conjugated empty resistance to be formed, and two atoms to interlink at this time are the structures of sp2 hydridization;Another structure is Sp3 hydridization is formed around central atom(Form tetrahedron)Non-conjugated empty resistance, central atom can be carbon atom(C)Or silicon Atom(Si).
Above-mentioned non-conjugated empty resistance is further qualified, it is preferred that the material of main part, which is used in general formula I~general formula V, appoints A kind of bipolarity compound represents:
Wherein, R1Represent cavity transmission group, R2Represent electron transporting groups, the highest of the bipolarity compound molecule Occupied molecular orbital is distributed in R1On group, lowest unoccupied molecular orbital is distributed in R2On group.
In above-mentioned general formula I~general formula V, the non-conjugated empty resistance of general formula I is 4,4'- dimethyl diphenyls(4,4'- Dimethylbiphenyl, referred to as mbp), the non-conjugated empty resistance of general formula II is 2- phenylpyridines(2-Phenylpyridine, Referred to as ppy), the non-conjugated empty resistance of general formula III is 2,2 ' bipyridyls(2,2'-Dipyridyl, referred to as dpy), general formula IV Non-conjugated empty resistance be 9,9- diphenylfluorenes(9,9-Diphenylfluorene, referred to as dpf), the non-conjugated empty resistance of general formula V For tetraphenyl silane(SiPh4).
It is since the methyl of two substitutions in biphenyl and the hydrogen of other phenyl ring are former as non-conjugated empty resistance to select mbp The electronic effect that pushes away between son causes biphenyl mutually exclusive, 125 degree of bond angle is formed, effectively by cavity transmission group R1And electronics Transport group R2Keep apart, ensured mobility(mobility);
2- phenylpyridines are selected as lone electron and the other benzene that the reason for non-conjugated empty resistance is because of nitrogen-atoms on pyridine The electronics of ring hydrogen atom is mutually exclusive, causes script planar structure and becomes distorted-structure, so as to transporting holes part Cavity transmission group R1With the electron transporting groups R of transmission electronic section2Space obstacle forms non-conjugated structure;
2,2 ' bipyridyls selected as the reason for non-conjugated empty resistance be because on a pyridine lone electron of nitrogen-atoms with The lone electron of nitrogen-atoms on another pyridine is mutually exclusive, causes script planar structure and becomes distorted-structure, so as to pass The cavity transmission group R of defeated cavity portion1With the electron transporting groups R of transmission electronic section2Space obstacle forms non-conjugated knot Structure;
Select dpf and SiPh4The reason for be central atom C and SiPh on dpf4Central atom Si to employ sp3 miscellaneous Change, form tetrahedral structure, so as to the cavity transmission group R that will be linked1With electron transporting groups R2It is separated;
In addition, the non-conjugated empty resistance in general formula I~general formula V also has higher triplet so that ultimately forms double Polarity material of main part also has very high T1Energy level could be given and the triplet excitons in OLED are passed to luminous object material Material.
For the cavity transmission group R in general formula I~general formula V1With electron transporting groups R2, it is preferred that R1For substitution or not Substituted carbazyl or R1For substituted or unsubstituted triphenylamine base;R2For the aryl containing sulfuryl, containing sulfuryl heterocycle, contain There are the aryl of sulfoxide group or the heterocycle containing sulfoxide group.
Preferably, R1It is represented using general formula VI or general formula VII:
Wherein, in general formula VI, when the nitrogen-atoms of general formula VI is connected with phenyl any in general formula I~general formula V, R3 And R4Independently selected from hydrogen atom, carbazyl, phenyl or C1-C6 alkyl, cancel group R5;As the carbon atom of general formula VI and general formula I When any phenyl is connected in~general formula V, R5For C1-C6 alkyl, R3And R4Independently selected from hydrogen atom, carbazyl, phenyl or C1-C6 alkyl;
In general formula VII, R3Independently selected from hydrogen atom, carbazyl, phenyl or C1-C6 alkyl.
Preferably, R2It is represented using general formula VIII or general formula IX:
Wherein, in general formula VIII, X is sulfuryl or sulfoxide group, sulphur atom and the general formula I~general formula V of sulfuryl or sulfoxide group In any phenyl connection;N is 0,1 or 2;Y is carbon atom or nitrogen-atoms;R6It is former for hydrogen atom, C1-C6 alkyl or halogen Son;
In general formula IX, R6Independently selected from hydrogen atom, C1-C6 alkyl or halogen atom.
Preferably, the bipolarity compound is selected from least one following shown compounds:
Preferably, the organic luminous layer includes two layers of host-guest dopant material, is respectively the doping of the first host-guest Material and the second host-guest dopant material;
The material of main part of the first host-guest dopant material be 4,4 ', 4 ' '-three (N- carbazyls) triphenylamine, object Material is that double (4,6- difluorophenyl pyridinatos-N, C2) pyridinecarboxylics close iridium;The main body material of the second host-guest dopant material Expect for general formula I~general formula V it is any shown in bipolarity compound, guest materials is double (4,6- difluorophenyl pyridinato-N, C2) pyrroles Pyridine formyl closes iridium.
Preferably, the organic luminous layer includes three layer main body object dopant materials, is respectively the doping of the 3rd host-guest Material, the 4th host-guest dopant material and the 5th host-guest dopant material, wherein, the 4th host-guest dopant material Between the 3rd host-guest dopant material and the 5th host-guest dopant material;
The material of main part of the 3rd host-guest dopant material be 4,4 ', 4 ' '-three (N- carbazyls) triphenylamine, object Material is that double (4,6- difluorophenyl pyridinatos-N, C2) pyridinecarboxylics close iridium;The main body material of the 4th host-guest dopant material Expect for the bipolarity compound and 4 shown in general formula I, 4 ', 4 ' '-three (N- carbazyls) triphenylamine, guest materials is double (4,6- bis- Fluorobenzene yl pyridines-N, C2) pyridinecarboxylic conjunction iridium;The material of main part of the 5th host-guest dopant material is general formula I~general formula V Bipolarity compound shown in any, guest materials are that double (4,6- difluorophenyl pyridinato-N, C2) pyridinecarboxylics close iridium.
Preferably, the highest occupied molecular orbital of the host material molecules and the energy level difference of lowest unoccupied molecular orbital are small In 5.2eV to 6.5eV.
When host material molecules highest occupied molecular orbital and lowest unoccupied molecular orbital energy level difference for 5.2eV extremely It, can be with good match OLED device during 6.5eV.
In any of the above-described kind of organic electroluminescence device of the invention, organic electroluminescence device can be that top emitting is organic Electroluminescent device, or bottom emitting organic electroluminescence device.As shown in Figure 1, Fig. 1 is in one embodiment of the invention The structure diagram of organic electroluminescence device, shown organic electroluminescence device include the cathode 108, the electronics that are arranged in order Implanted layer(Electron Injection Layer, abbreviation EIL)107th, electron transfer layer(Electron Transport Layer, abbreviation ETL)106th, organic luminous layer 105, hole transmission layer(Hole Transport Layer, abbreviation HTL)104、 Hole injection layer(Hole InjectionLayer, abbreviation HIL)103 and anode 102, wherein organic luminous layer uses above-mentioned The organic luminous layer of one embodiment, organic luminescent device can also include the underlay substrate 101 of carrying device.Wherein cathode 108 Material can be aluminium(Al), the material of anode 102 is transparent conducting glass, such as tin indium oxide(ITO), in addition, in ETL layers It can also include hole blocking layer(Hole Blocking Layer, abbreviation HBL).
The embodiment of the present invention also provides a kind of display device, and the display device includes any of the above-described kind of organic electroluminescent Device.
In the display device of the present invention, due to using any of the above-described kind of organic electroluminescence device, display dress The electronics put and hole just can obtain active balance in the material of main part of luminescent layer, can form exciton transfer to object Then material releases photon, can effectively shine, and improves the performance of organic electroluminescence device, and then improves display device Performance.
The display device can be:Oled panel, Electronic Paper, TV, Digital Frame, mobile phone, tablet computer etc. have The product or component of any display function.
Preferred embodiment is exemplified below to illustrate the organic electroluminescence device of the present invention, but the present invention is not limited under State embodiment.The making of following organic electroluminescence device is made of common process, is the organic electroluminescent of blue light emitting Device.It continues referring to shown in Fig. 1, the structure of following organic electroluminescence device is:102/ hole injection layer of anode 103/ is empty 106/ electron transfer layer of cave transport layer 104/ organic luminous layer, 105/ electron injecting layer, 107/ cathode 108, can also include substrate Substrate 101.Wherein, single-shot photosphere can be divided into according to the number of plies of organic luminous layer 105(Singlet Emissive Layer, Abbreviation SEL), double main body blue light-emittings(Double Host Blue Emitting Layer, abbreviation DHBEL)With three main bodys Blue light-emitting(Triplet Host Blue Emitting Layer, abbreviation THBEL).In following comparative examples and embodiment In, organic electroluminescence device makes on transparent ito glass, and operating pressure is 5 × 10-6Support(Torr), ITO as anode, The square resistance of ITO is 40 Ω/sq..The effective area of the organic electroluminescence device of making about 9.0mm2, mainly by ITO and Cathode(Using aluminium)Overlapping determine;The size of glass substrate is 40 × 40 × 0.75mm.
Comparative example 1
Organic electroluminescence device A1:
Using ITO as anode, 4,4', 4''- tri- (N- carbazyls) triphenylamine(4,4',4''-tri(N-carbazolyl) Triphenylamine, abbreviation TCTA)As the material of hole transmission layer, TCTA also serves as the material of main part of organic luminous layer, Double (4,6- difluorophenyl pyridinatos-N, C2) pyridinecarboxylics close iridium(FIrpic)Guest materials as organic luminous layer(For blue light Dopant material), 4,7- diphenyl -1,10- phenanthroline(4,7-diphenyl-1,10-phenanthroline, abbreviation BPhen) As the material of electron transfer layer, lithium fluoride(LiF)For the material of electron injecting layer, aluminium(Al)For cathode, according to common process Prepare organic electroluminescence device.The organic electroluminescence device A1 structures of preparation are:ITO/HIL(400/ TCTA/TCTA:FIrpic10wt%)/BPhen/LiF/Al, In, 10wt% represents that guest materials FIrpic weight fractions in organic luminous layer are 10%,(angstrom)For thickness unit.
Comparative example 2
Organic electroluminescence device A2:
Using ITO as anode, materials of the TCTA as hole transmission layer, TCTA also serves as the material of main part of organic luminous layer, Guest materials of the FIrpic as organic luminous layer(For blue light dopant material), materials of the BPhen as electron transfer layer, LiF For the material of electron injecting layer, Al is cathode, and organic electroluminescence device is prepared according to common process.The organic electroluminescence hair of preparation Optical device A2 structures are:ITO /HIL/TCTA/TCTA:FIrpic(13wt%)/ BPhen/LiF/Al, wherein, 13wt% represents guest materials FIrpic in organic luminous layer Middle weight fraction is 13%,(Angstrom)For thickness unit.
Embodiment 3
Organic electroluminescence device A3, organic luminous layer SEL:
Using ITO as anode, materials of the TCTA as hole transmission layer, 9- (2,2'- dimethyl -4'- phenyl sulfonyls) - [1,1'- biphenyl] -4- bases) -9H- carbazoles(9-(2,2'-dimethyl-4'-(phenylsulfonyl)-[1,1'-bi- Phenyl] -4-yl) -9H-carbazole, abbreviation DPBC)As the material of main part of organic luminous layer, FIrpic is as organic hair The guest materials of photosphere(For blue light dopant material), three (8-hydroxyquinoline) aluminium(Alq3)As the material of electron transfer layer, LiF For the material of electron injecting layer, Al is cathode, and organic electroluminescence device is prepared according to common process.The organic electroluminescence hair of preparation Optical device A3 structures are:ITO /HIL/TCTA/DPBC:FIrpic(10wt%)/ Alq3/LiF /AlWherein, 10wt% represents guest materials FIrpic in organic luminous layer Weight fraction is 10%,(Angstrom)For thickness unit, DPBC is commercially available, and chemical structural formula is:
Embodiment 4
Organic electroluminescence device B1, organic luminous layer DHBEL:
Using ITO as anode, materials of the TCTA as hole transmission layer, the material of main part of the first host-guest dopant material is TCTA, guest materials FIrpic, the material of main part of the second host-guest dopant material is the compound of formaldehyde and 9- (4'- ((4- chlorphenyls) sulfinyl) -2,2'- methyl-[1,1'- biphenyl] -4- bases) -9H- carbazoles(1:1)(formaldehyde compound with9-(4'-((4-chlorophenyl)sulfinyl)-2,2'-dimethyl-[1,1'-biphenyl]- 4-yl)-9H-carbazole(1:1), abbreviation CSDBC)As the material of main part of organic luminous layer, guest materials FIrpic, Wherein FIrpic be blue light dopant material, Alq3As the material of electron transfer layer, LiF is the material of electron injecting layer, and Al is Cathode prepares organic electroluminescence device according to common process.The organic electroluminescence device B1 structures of preparation are:ITO/HIL /TCTA/TCTA:FIrpic(13wt%)/CSDBC:FIrpic(10wt%)/Alq3/LiF/AlWherein, 13wt% and 10wt% is respectively object material Material weight fraction in the first host-guest dopant material and the second host-guest dopant material,(Angstrom)For thickness unit, CSDBC is commercially available, and chemical structural formula is:
Embodiment 5
Organic electroluminescence device B2, organic luminous layer THBEL:
Using ITO as anode, materials of the TCTA as hole transmission layer, the material of main part of the 3rd host-guest dopant material is TCTA, guest materials FIrpic, the material of main part of the 4th host-guest dopant material is TCTA and CSDBC, and guest materials is FIrpic, the material of main part of the 5th host-guest dopant material is CSDBC, and guest materials FIrpic, wherein FIrpic are indigo plant Photodoping material, Alq3As the material of electron transfer layer, LiF is the material of electron injecting layer, and Al is cathode, according to conventional work Skill prepares organic electroluminescence device.The organic electroluminescence device B2 structures of preparation are:ITO/HIL/TCTA/TCTA:FIrpic(13wt%)/TCTA:CSDBC:FIrpic( 10wt%)/CSDBC:FIrpic(10wt%)/Alq3/LiF/Al, wherein, 13wt%, 10wt% and 10wt% be respectively guest materials the 3rd host-guest dopant material, the 4th host-guest dopant material and Weight fraction in 5th host-guest dopant material, TCTA and CSDBC in the material of main part of the 4th host-guest dopant material Weight fraction is respectively 45% and 45%,(Angstrom)For thickness unit.
Material of main part DPBC and CSDBC used, pass through Gauss in embodiment 3~5(Gaussian)Software uses B3LYP(Becker’s Three Parameter Hybrid Functional)Functional is mixed, 6-31g (d) base groups obtain The HOMO energy levels of DPBC are 5.42eV, and lumo energy 1.41eV, Eg energy level are 4.0eV, triplet T1For 3.16eV, hair The main peak for penetrating spectrum is 333nm;The HOMO energy levels of CSDBC are 5.45eV, and lumo energy 1.62eV, Eg energy level are 3.83eV, Triplet T1For 3.12eV, the main peak of emission spectrum is 340nm.Therefore, the triplet state energy of material of main part DPBC and CSDBC Grade and guest materials can match, in addition, the emission spectrum of the absorption spectrum of guest materials and material of main part also has certain overlapping, Therefore, aforementioned body material DPBC and CSDBC can be used as phosphorescent blue material of main part.
Using the IVL testers of Mc Science companies of South Korea to organic electroluminescence device A1's to A3 and B1 and B2 Device performance is detected, as a result as follows.
The comparison of the device property of organic electroluminescence device A1 to A3, as shown in Fig. 2, Fig. 2 is organic electroluminescence The current density and voltage curve of part A1 to A3, it is seen then that current density(current density)With voltage(voltage) Increase and increase, when driving voltage is in the range of 4.0V~5.5V, under identical driving voltage, organic electroluminescence device A3 Current density be higher than organic electroluminescence device A1 and A2 current density;As shown in figure 3, Fig. 3 is organic electroluminescence device A1 Brightness and voltage curve to A3, it is seen then that brightness(luminance)With voltage(voltage)Increase and increase, work as driving When voltage is in the range of 4.0V~5.5V, under identical driving voltage, the brightness of organic electroluminescence device A3 is higher than organic electroluminescence The brightness of device A1 and A2;As shown in figure 4, the external quantum efficiency and brightness that Fig. 4 is organic electroluminescence device A1 to A3 are bent Line chart, it is seen then that in 0~1500cd/m of brightness2In the range of, the external quantum efficiency of organic electroluminescence device A3(External Quantum Efficiency, abbreviation EQE)It is therefore, organic higher than the external quantum efficiency of organic electroluminescence device A1 and A2 Electroluminescent device A3 is more energy efficient under identical brightness;As shown in figure 5, Fig. 5 is the electricity of organic electroluminescence device A1 to A3 Efficiency and current density plot figure are flowed, in current density(current density)In 5mA/cm2In the range of when, organic electroluminescence Luminescent device A3 has higher current efficiency(Yield).By above-mentioned comparison, by using with biography hole and biography The material of main part of the bipolar sexual function of electronics promotes the electron mobility in organic electroluminescence device A3, balances and is carried in OLED Stream is horizontal so that organic electroluminescence device A3 has better electro-optical properties.
The comparison of the device property of organic electroluminescence device B1 and B2, as shown in fig. 6, Fig. 6 is organic electroluminescence The current density and voltage curve of part B1 and B2, it is seen then that current density(current density)With voltage(voltage) Increase and increase, when driving voltage be more than 4.0V when, under identical driving voltage, the current density of organic electroluminescence device B1 Higher than the current density of organic electroluminescence device B2;As shown in fig. 7, Fig. 7 is the normalization electricity of organic electroluminescence device B1 and B2 Photoluminescence spectrogram, it is seen then that the transmitting main peak of organic electroluminescence device B1 and B2 can supply guest materials in 500nm, make Its blue light emitting;As shown in figure 8, Fig. 8 is the external quantum efficiency of organic electroluminescence device B1 and B2 and brightness curve figure, it can See, the external quantum efficiency of organic electroluminescence device B2(EQE)It is therefore, organic higher than the EQE of organic electroluminescence device B1 Electroluminescent device B2 is in identical brightness(luminance)Under it is more energy efficient compared with organic electroluminescence device B1, pass through Fig. 4 Comparison with Fig. 8 understands that under identical brightness, organic electroluminescence device B1 and B2 is compared with organic electroluminescence device A3 It is more energy efficient with higher EQE;As shown in figure 9, Fig. 9 is close for the current efficiency and electric current of organic electroluminescence device B1 and B2 It writes music line chart, it is seen then that in identical current density(current density)When, organic electroluminescence device B1 has higher Current efficiency(Yield), pass through the comparison of Fig. 5 and Fig. 9, under identical current density, organic electroluminescence device B1 and B2 has higher current efficiency compared with organic electroluminescence device A3.Pass through above-mentioned comparison, organic electroluminescence hair Optical device B1 has better electro-optical properties compared with organic electroluminescence device B2, and organic electroluminescence device B1 and B2 is opposite There are better electro-optical properties in organic electroluminescence device A3, organic electroluminescence device B1, B2 and A3 are compared with Organic Electricity Electroluminescence device A1 and A2 have better electro-optical properties.This is because using with the bipolarity work(for passing hole and the son that conducts electricity Organic light emission layer structure of the material of main part of energy as multi-layer doping so that the energy level collocation of Organic Light Emitting Diode OLED is more Rationally, the exciton after compound effectively excites on guest materials to shine, and improves the external quantum efficiency of device.
Although preferred embodiments of the present invention have been described, but those skilled in the art once know basic creation Property concept, then can make these embodiments other change and modification.So appended claims be intended to be construed to include it is excellent It selects embodiment and falls into all change and modification of the scope of the invention.
Obviously, various changes and modifications can be made to the invention without departing from essence of the invention by those skilled in the art God and scope.In this way, if these modifications and changes of the present invention belongs to the scope of the claims in the present invention and its equivalent technologies Within, then the present invention is also intended to comprising including these modification and variations.

Claims (3)

1. a kind of organic electroluminescence device, which is characterized in that the organic luminous layer includes two layers of host-guest dopant material, Respectively the first host-guest dopant material and the second host-guest dopant material;
The material of main part of the first host-guest dopant material is 4,4 ', 4 "-three (N- carbazyls) triphenylamines, and guest materials is Double (4,6- difluorophenyl pyridinatos-N, C2) pyridinecarboxylics close iridium;The material of main part of the second host-guest dopant material be with Under any bipolarity compound, guest materials is that double (4,6- difluorophenyl pyridinato-N, C2) pyridinecarboxylics close iridium,
2. a kind of organic electroluminescence device, which is characterized in that the organic luminous layer includes three layer main body object dopant materials, Respectively the 3rd host-guest dopant material, the 4th host-guest dopant material and the 5th host-guest dopant material, wherein, institute It states the 4th host-guest dopant material and is located at the 3rd host-guest dopant material and the 5th host-guest dopant material Between;
The material of main part of the 3rd host-guest dopant material is 4,4 ', 4 "-three (N- carbazyls) triphenylamines, and guest materials is Double (4,6- difluorophenyl pyridinatos-N, C2) pyridinecarboxylics close iridium;The material of main part of the 4th host-guest dopant material is logical Bipolarity compound and 4 shown in Formulas I, 4 ', 4 "-three (N- carbazyls) triphenylamines, guest materials are double (4,6- difluorophenyl pyrroles Pyridine-N, C2) pyridinecarboxylic conjunction iridium;The material of main part of the 5th host-guest dopant material is following any bipolarity chemical combination Object, guest materials are that double (4,6- difluorophenyl pyridinato-N, C2) pyridinecarboxylics close iridium,
3. a kind of display device, which is characterized in that including such as claim 1~2 any one of them organic electroluminescence device.
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CN105418486A (en) * 2015-12-25 2016-03-23 上海天马有机发光显示技术有限公司 Organic electroluminescent compound and organic photoelectric device thereof
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CN111279508B (en) * 2017-12-21 2023-04-18 广州华睿光电材料有限公司 Composition, application thereof and organic electronic device
CN110492008B (en) * 2018-05-14 2020-06-12 江苏三月光电科技有限公司 Thermal activation delayed fluorescence organic electroluminescent device
KR20200020538A (en) * 2018-08-17 2020-02-26 엘지디스플레이 주식회사 Organic light emitting diode device
CN112331130A (en) * 2019-07-31 2021-02-05 Tcl集团股份有限公司 Drive method and drive device of quantum dot light-emitting diode and display device
CN111933812B (en) * 2020-08-17 2024-01-26 云谷(固安)科技有限公司 Display panel
CN115039247A (en) * 2021-01-04 2022-09-09 京东方科技集团股份有限公司 Organic light-emitting device, light-emitting substrate, and light-emitting apparatus

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102719236A (en) * 2011-03-29 2012-10-10 海洋王照明科技股份有限公司 Bipolar blue light-emitting host material and preparation method thereof, and organic electroluminescent device using bipolar blue light-emitting host material
CN103450259A (en) * 2012-05-28 2013-12-18 海洋王照明科技股份有限公司 Organic semiconductor material, preparation method and electroluminescent device
CN103626683A (en) * 2012-08-20 2014-03-12 海洋王照明科技股份有限公司 Organic semiconductor material, preparation method of organic semiconductor material and electroluminescent device
CN103804407A (en) * 2012-11-08 2014-05-21 海洋王照明科技股份有限公司 Bipolar red phosphorescent compound, preparation method thereof and organic electroluminescent device

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102719236A (en) * 2011-03-29 2012-10-10 海洋王照明科技股份有限公司 Bipolar blue light-emitting host material and preparation method thereof, and organic electroluminescent device using bipolar blue light-emitting host material
CN103450259A (en) * 2012-05-28 2013-12-18 海洋王照明科技股份有限公司 Organic semiconductor material, preparation method and electroluminescent device
CN103626683A (en) * 2012-08-20 2014-03-12 海洋王照明科技股份有限公司 Organic semiconductor material, preparation method of organic semiconductor material and electroluminescent device
CN103804407A (en) * 2012-11-08 2014-05-21 海洋王照明科技股份有限公司 Bipolar red phosphorescent compound, preparation method thereof and organic electroluminescent device

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
小分子蓝色磷光主体材料;黄斌等;《有机化学》;20130205;第33卷(第7期);第1395-1406页,第1397页结构式,第1396页右栏第2段 *

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