CN110492009A - A kind of electroluminescent device based on exciplex system collocation boracic organic compound - Google Patents
A kind of electroluminescent device based on exciplex system collocation boracic organic compound Download PDFInfo
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- H—ELECTRICITY
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- H10K50/00—Organic light-emitting devices
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- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
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Abstract
The present invention relates to a kind of electroluminescent devices based on exciplex system collocation boracic organic compound, wherein material of main part includes the first organic compound and the second organic compound, the HOMO energy level of first organic compound and the HOMO energy level difference 0.2eV or more of the second organic compound, the lumo energy difference 0.2eV or more of the lumo energy of the first organic compound and the second organic compound.The mixture or interface that the two is formed generate exciplex under light or electric field excitation.The singlet energy level of exciplex is higher than the singlet energy level of guest materials, and triplet is higher than the triplet of guest materials；And first organic compound and the second organic compound there are different carrier transmission characteristics；Guest materials is the organic compound containing boron atom.Preparing organic electroluminescence device by the method has the characteristics that high efficiency and long-life.
Description
Technical field
The present invention relates to technical field of semiconductors, more particularly, to a kind of high efficiency, long-life organic electroluminescence device,
Background technique
Organic electroluminescent LED (OLED) is by positive research and development.Organic electroluminescence device is simplest
Basic structure includes luminescent layer, is clipped between opposite cathode and anode.Organic electroluminescence device is ultra-thin due to may be implemented
Ultra lightweighting, to input signal fast response time and may be implemented low-voltage direct driving, it is considered to be next-generation FPD material
Expect and receives significant attention.
It is generally acknowledged that organic electroluminescence device has following luminescence mechanism: applying voltage between the electrode for accompanying luminescent layer
When, exciton is compounded to form in luminescent layer from anode injected electrons and from cathode injected holes, excitonic relaxation is put to ground state
Energy forms photon out.In organic electroluminescence device, luminescent layer generally requires material of main part doping guest materials to obtain
More efficient energy transfer efficiency gives full play to the luminous potential of guest materials.In order to obtain higher Subjective and Objective energy transmission
The degree of balance in efficiency, the collocation of Subjective and Objective material and material of main part internal electron and hole be the key that obtain Efficient devices because
Element.The carrier mobility in its internal electron of existing material of main part and hole often has larger difference, leads to exciton recombination zone
Luminescent layer is deviateed in domain, causes existing device efficiency relatively low, device stability deviation.
Application of the Organic Light Emitting Diode (OLEDs) in terms of large-area flat-plate is shown and is illuminated causes industry and
The extensive concern of art circle.However, traditional organic fluorescence materials can only be shone using 25% singlet exciton to be formed is electrically excited, device
The internal quantum efficiency of part is lower (up to 25%).External quantum efficiency is generally lower than 5%, and there are also very big with the efficiency of phosphorescent devices
Gap.Although phosphor material can efficiently use electricity since the strong SO coupling in heavy atom center enhances intersystem crossing
The singlet exciton formed and Triplet exciton are excited, makes the internal quantum efficiency of device up to 100%, but phosphor material exists
Expensive, stability of material is poor, and device efficiency tumbles the problems such as serious and limits it in the application of OLEDs.
Hot activation delayed fluorescence (TADF) material is the third developed after organic fluorescence materials and organic phosphorescent material
For luminous organic material.Such material generally has that small singlet-triplet is poor (△ EST), and triplet excitons can be with
It is transformed into singlet exciton by anti-intersystem crossing to shine.This can make full use of the singlet exciton for being electrically excited lower formation and three
Line state exciton, the internal quantum efficiency of device can achieve 100%.Meanwhile material structure is controllable, property is stablized, cheap nothing
Precious metal is needed, in having a extensive future for the field OLEDs.
Although theoretically 100% exciton utilization rate may be implemented in TADF material, following problem there are in fact: (1)
T1 the and S1 state for designing molecule has strong CT feature, very small S1-T1 state energy gap, although can realize by TADF process
High T1 → S1 state exciton conversion ratio, but low S1 state radiation transistion rate is also resulted in, consequently it is difficult to have both (or realizing simultaneously)
High exciton utilization rate and high fluorescent radiation efficiency；
(2) due at present use D-A, D-A-D or A-D-A structure TADF material, since there are biggish molecules for it
Flexibility, so that molecule is larger in the change of configuration of ground state and excitation state, the half-peak breadth (FWHM) of the spectrum of material is excessive, leads to material
The excitation purity of material reduces；
(3) even if doping device has been used to mitigate T exciton concentration quenching effect, the device of most of TADF materials is in height
Efficiency roll-off is serious under current density.
(4) traditional Subjective and Objective collocation mode leads to current-carrying since the electrons and holes transmission rate of material of main part is different
Sub- recombination rate reduces, and device efficiency is caused to reduce；Meanwhile Carrier recombination object area is close to the side of material of main part, so that carrying
It flows sub- recombination region excessively to concentrate, causes triplet state base density excessively to be concentrated, cause carrier Quenching obvious, device effect
Rate and service life reduction.
In order to improve the efficiency and stability of organic electroluminescence device, it is necessary to carry out improvement and the material of device architecture
The exploitation of material is just able to satisfy the demand of the following panel enterprise and Illumination Enterprise.
Summary of the invention
In view of the above-mentioned problems existing in the prior art, this application provides a kind of Efficiency of Organic Electroluminescent Devices.This
On the one hand the carrier of active balance device inside is capable of in application, reduce Exciton quenching effect；Another reverse side can effectively improve
Reduce the FWHM of spectrum；Effectively improve efficiency, service life and the excitation purity of organic luminescent device.
Technical scheme is as follows:
The applicant provides a kind of organic electroluminescence device, including cathode, anode and be located at cathode and anode it
Between luminescent layer；The luminescent layer includes: material of main part and guest materials；Contain hole transport between the anode and luminescent layer
Electron transporting zone is contained between the cathode and luminescent layer in region；
The material of main part includes the first organic compound and the second organic compound, the HOMO energy of the first organic compound
The HOMO energy level difference of grade and the second organic compound is more than or equal to 0.2eV, and the lumo energy of the first organic compound and second has
The lumo energy difference of machine compound is more than or equal to 0.2eV；
The mixture or interface that first organic compound and the second organic compound are formed, excite in light excitation or electric field
In the case of generate exciplex；The emission spectrum of the exciplex of formation and the absorption spectrum of guest materials have overlapping；
The singlet energy level of the exciplex of formation is higher than the singlet energy level of guest materials, and triplet is higher than guest materials
Triplet；And first organic compound and the second organic compound there are different carrier transmission characteristics.
Wherein guest materials is the organic compound containing boron atom, and the singlet energy level of guest materials is lower than exciplex
Singlet energy level, the triplet of guest materials is lower than the triplet of exciplex.
Preferably, | HOMOSecond organic compoundThe first organic compound of |-| HOMO | >=0.3eV；|LUMOSecond organic compound|-|
The first organic compound of LUMO | >=0.3eV；Wherein | HOMO | and | LUMO | it is expressed as the absolute value of compound energy level.
Preferably, 0.3eV≤| HOMOSecond organic compoundThe first organic compound of |-| HOMO |≤0.8eV；0.4eV≤|
LUMOSecond organic compoundThe first organic compound of |-| LUMO |≤0.8eV.
Preferably, the exciplex that the first organic compound and the second organic compound are formed, triplet and
Singlet energy level difference is less than or equal to 0.2eV；Exciton energy is transmitted to guest materials by exciplex, finally produces guest materials
Hair tonic light.
Preferably, the first organic compound and the second organic compound are formed according to the mass ratio of 1:99~99:1 mixes
Object generates exciplex in the case where light excitation or electric field excite.
Preferably, the first organic compound and the second organic compound form the laminated construction with interface, and first is organic
Compound is located at hole transport side, and the second organic compound is located at electron-transport side, excites in light excitation or electric field
In the case of generate exciplex.
Preferably, based on the mass fraction of first organic compound material 10%-90%, object in luminescent layer
The 1%~5% or 5%~30% of material based on the mass fraction of material.
Preferably, the boundary that material of main part is formed in the luminescent layer for the first organic compound and the second organic compound
Face, guest materials are doped in the first organic compound, in luminescent layer based on the mass fraction of guest materials material 1%~
5%；Alternatively, material of main part is the interface that the first organic compound and the second organic compound are formed, object in the luminescent layer
The 1%~5% of material based on the mass fraction of the material doped guest materials in the second organic compound, luminescent layer.
Preferably, the boundary that material of main part is formed in the luminescent layer for the first organic compound and the second organic compound
Face, guest materials are doped in the first organic compound, in luminescent layer based on the mass fraction of guest materials material 5%~
30%；Alternatively, material of main part is the interface that the first organic compound and the second organic compound are formed, object in the luminescent layer
The 5%~30% of material based on the mass fraction of the material doped guest materials in the second organic compound, luminescent layer.
Preferably, the hole mobility of the first organic compound is greater than electron mobility, the electronics of the second organic compound
Mobility is greater than hole mobility；And first organic compound be to pass cavity type material, the second organic compound is to conduct electricity subtype
Material.
Preferably, the glow peak wavelength of the guest materials is 400-500nm or 500-560nm or 560-780nm.
Preferably, the singlet of the guest materials and triplet difference are less than or equal to 0.3eV.
Preferably, quantity of the guest materials containing boron atom is more than or equal to 1, and boron atom passes through sp2 hybridized orbit mode
Bonding is carried out with other elements；The group being connect with boron be hydrogen atom, substitution or unsubstituted C1-C6 straight chained alkyl,
Replace or the naphthenic base of unsubstituted C3-C10, substitution or unsubstituted C1-C10 Heterocyclylalkyl, replace or
One of aromatic radical, substitution or heteroaryl of unsubstituted C3-C60 of unsubstituted C6-C60；And and boron atom
The group of connection can be connected individually, mutually direct key can also be looped or by connecting again with boron after other groups connection cyclization
It connects.
Preferably, quantity of the guest materials containing boron atom is 1,2 or 3.
Preferably, the guest materials is structure shown in following general formula (1):
Wherein X1、X2、X3Expression nitrogen-atoms independent or boron atom, X1、X2、X3In at least one atom be that boron is former
Son；Z it is same or different at each occurrence be expressed as N or C (R)；
A, b, c, d, e are independent is expressed as 0,1,2,3 or 4；
C1With C2, C3With C4, C5With C6, C7With C8, C9With C10In at least a pair of of carbon atom can connect to form 5-7 member ring
Structure；
R it is same or different at each occurrence be expressed as H, D, F, Cl, Br, I, C (=O) R1, CN, Si (R1)3, P
(=O) (R1)2, S (=O)2R1, straight chained alkyl or alkoxy group with C1-C20, or branch or ring with C3-C20
The alkyl or alkoxy base of shape, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can respectively by one or
Multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R1C=CR1-、-C≡C-、Si
(R1)2, C (=O), C=NR1,-C (=O) O-, C (=O) NR1-、NR1, P (=O) (R1) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R1Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R1Replace, two of them
Or more group R can be connected to each other and ring can be formed:
R1Same or different at each occurrence is expressed as H, D, F, Cl, Br, I, C (=O) R2, CN, Si (R2)3, P
(=O) (R2)2, N (R2) S (=O)2R2, straight chained alkyl or alkoxy group with C1-C20, or the branch with C3-C20
Or cricoid alkyl or alkoxy base, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can be respectively by one
A or multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R2C=CR2-、-C≡
C-、Si(R2)2, C (=O), C=NR2,-C (=O) O-, C (=O) NR2-、NR2, P (=O) (R2) ,-O- ,-S-, SO or SO2 generation
It replaces, and wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or there are 5 to 30 virtues
The aromatics of race's annular atom or heteroaromatic ring system, the ring system in each case can be by one or more R2Replace, or have 5 to
The aryloxy group or heteroaryl groups of 30 aromatic ring atoms, the group can be by one or more group R2Replace, wherein
Two or more groups R1It can be connected to each other and ring can be formed:
R2Identical or different at each occurrence is expressed as H, D, F or the aliphatic series with C1-C20, aromatics or heteroaromatic
Organic group, wherein one or more H atoms can also be replaced by D or F；Two or more substituent R 2 can connect each other herein
It connects and ring can be formed；
Ra, Rb, Rc, Rd are independently represented each other the C1-C20 alkane of the C1-C20 alkyl of linear chain or branched chain, linear chain or branched chain
Base replace silylation, substituted or unsubstituted C5-30 aryl, substituted or unsubstituted C5-C30 heteroaryl, replace or not
Replace the aryl amine of C5-C30；
In the case that Ra, Rb, Rc, Rd group are bonded with Z, the group Z is equal to C.
Preferably, the guest materials is structure shown in following general formula (2):
Wherein X1、X3Separately it is expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C
(R)2, P (R), P (=O) R, S or SO2；X2Independent expression nitrogen-atoms or boron atom, and X1、X2、X3In at least one table
It is shown as boron atom；
Z1-Z11Independently be expressed as nitrogen-atoms or C (R)；
A, b, c, d, e are independent is expressed as 0,1,2,3 or 4；
R it is same or different at each occurrence be expressed as H, D, F, Cl, Br, I, C (=O) R1, CN, Si (R1)3, P
(=O) (R1)2, S (=O)2R1, straight chained alkyl or alkoxy group with C1-C20, or branch or ring with C3-C20
The alkyl or alkoxy base of shape, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can respectively by one or
Multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R1C=CR1-、-C≡C-、Si
(R1)2, C (=O), C=NR1,-C (=O) O-, C (=O) NR1-、NR1, P (=O) (R1) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R1Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R1Replace, two of them
Or more group R can be connected to each other and ring can be formed:
R1Same or different at each occurrence is expressed as H, D, F, Cl, Br, I, C (=O) R2, CN, Si (R2)3, P
(=O) (R2)2, N (R2) S (=O)2R2, straight chained alkyl or alkoxy group with C1-C20, or the branch with C3-C20
Or cricoid alkyl or alkoxy base, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can be respectively by one
A or multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R2C=CR2-、-C≡
C-、Si(R2)2, C (=O), C=NR2,-C (=O) O-, C (=O) NR2-、NR2, P (=O) (R2) ,-O- ,-S-, SO or SO2 generation
It replaces, and wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or there are 5 to 30 virtues
The aromatics of race's annular atom or heteroaromatic ring system, the ring system in each case can be by one or more R2Replace, or have 5 to
The aryloxy group or heteroaryl groups of 30 aromatic ring atoms, the group can be by one or more group R2Replace, wherein
Two or more groups R1It can be connected to each other and ring can be formed:
R2Identical or different at each occurrence is expressed as H, D, F or the aliphatic series with C1-C20, aromatics or heteroaromatic
Organic group, wherein one or more H atoms can also be replaced by D or F；Two or more substituent R 2 can connect each other herein
It connects and ring can be formed；
Ra, Rb, Rc, Rd are independently represented each other the alkyl-substituted alkyl of C1-20 of linear chain or branched chain, linear chain or branched chain
The alkyl-substituted silylation of C1-C20, the aryl of substituted or unsubstituted C5-C30, substituted or unsubstituted C5-C30 heteroaryl,
The aryl amine of substituted or unsubstituted C5-C30；
In the case that Ra, Rb, Rc, Rd group are bonded with Z, the group Z is equal to C.
Preferably, the guest materials is structure shown in following general formula (3):
Wherein X1、X2、X3Separately it is expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C
(R)2, P (R), P (=O) R, S or SO2；
Z, Y of different location independently be expressed as C (R) or N；
K1It is expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C (R)2, P (R), P (=O) R, S
Or SO2, the alkyl-substituted alkylidene of C1-C20 of linear chain or branched chain, linear chain or branched chain the alkyl-substituted sub- silane of C1-C20
One of the alkylidene that base, C6-C20 aryl replace；
The heterocyclic base group that the aromatic group or carbon atom number that are 6~20 are 3-20 is expressed as carbon atom number；
M is expressed as number 0,1,2,3,4 or 5；L is selected from singly-bound, double bond, three keys, the aromatic group that carbon atom number is 6-40
Or carbon atom number is the heteroaryl of 3-40；
R it is same or different at each occurrence be expressed as H, D, F, Cl, Br, I, C (=O) R1, CN, Si (R1)3, P
(=O) (R1)2, S (=O)2R1, straight chained alkyl or alkoxy group with C1-C20, or branch or ring with C3-C20
The alkyl or alkoxy base of shape, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can respectively by one or
Multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R1C=CR1-、-C≡C-、Si
(R1)2, C (=O), C=NR1,-C (=O) O-, C (=O) NR1-、NR1, P (=O) (R1) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R1Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R1Replace, two of them
Or more group R can be connected to each other and ring can be formed:
R1Same or different at each occurrence is expressed as H, D, F, Cl, Br, I, C (=O) R2, CN, Si (R2)3, P
(=O) (R2)2, N (R2) S (=O)2R2, straight chained alkyl or alkoxy group with C1-C20, or the branch with C3-C20
Or cricoid alkyl or alkoxy base, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can be respectively by one
A or multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R2C=CR2-、-C≡
C-、Si(R2)2, C (=O), C=NR2,-C (=O) O-, C (=O) NR2-、NR2, P (=O) (R2) ,-O- ,-S-, SO or SO2 generation
It replaces, and wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or there are 5 to 30 virtues
The aromatics of race's annular atom or heteroaromatic ring system, the ring system in each case can be by one or more R2Replace, or have 5 to
The aryloxy group or heteroaryl groups of 30 aromatic ring atoms, the group can be by one or more group R2Replace, wherein
Two or more groups R1It can be connected to each other and ring can be formed:
R2Identical or different at each occurrence is expressed as H, D, F or the aliphatic series with C1-C20, aromatics or heteroaromatic
Organic group, wherein one or more H atoms can also be replaced by D or F；Two or more substituent R 2 can connect each other herein
It connects and ring can be formed；
RnThe C1-C20 of the alkyl-substituted alkyl of C1-C20 for being expressed as linear chain or branched chain, linear chain or branched chain independently
Alkyl-substituted silylation, the aryl of substituted or unsubstituted C5-C30, substituted or unsubstituted C5-C30 heteroaryl, replace or
The aryl amine of unsubstituted C5-C30；
The alkyl-substituted alkyl of C1-C20, the C1-C20 of linear chain or branched chain that Ar is expressed as linear chain or branched chain are alkyl-substituted
It is silylation, the aryl of substituted or unsubstituted C5-C30, substituted or unsubstituted C5-C30 heteroaryl, substituted or unsubstituted
Structure shown in the aryl amine or general formula (4) of C5-C30:
K2、K3Independently be expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C (R)2、P
(R), P (=O) R, S, S=O or SO2, the alkyl-substituted alkylidene of C1-C20 of linear chain or branched chain, linear chain or branched chain C1-C20
One of the alkylidene that alkyl-substituted silicylene, C6-C20 aryl replace；
Preferably, the X in general formula (3)1、X2、X3It can be not present with independent, i.e. X1、X2、X3Shown in position it is each
It is not also keyed from independent without atom, and X1、X2、X3In at least one indicate that atom or key exist.
Preferably, the hole transporting zone include one of hole injection layer, hole transmission layer, electronic barrier layer or
Multiple combinations.The electron transporting zone includes one of electron injecting layer, electron transfer layer, hole blocking layer or a variety of groups
It closes.
Present invention also provides a kind of illumination or display elements, including one or more organic electroluminescence hairs as described above
Optical device；And in the case where including multiple devices, the device laterally or longitudinally stack combinations.
In the context of the present invention, unless otherwise indicated, HOMO means the highest occupied molecular orbital of molecule, and LUMO means
The lowest unoccupied molecular orbital of molecule.In addition, " lumo energy difference " involved in this specification means the absolute value of each energy value
Difference.
In the context of the present invention, unless otherwise indicated, singlet state (S1) energy level means that the singlet state of molecule is minimum sharp
State energy level is sent out, and triplet (T1) energy level means the triplet lowest excited energy level of molecule.In addition, involved in this specification
" triplet energy level difference " and " singlet state and triplet energy level difference " means the difference of the absolute value of each energy.In addition,
Difference absolute value representation between each energy level.
Preferably, the first organic compound and the second organic compound for forming material of main part be independently selected from H1,
H2, H3, H4, H5, H6, H7, H8 and H9, but the material more than being not limited to, structure are respectively as follows:
The HOMO/LUMO energy level difference of first organic compound and the second organic compound is more than or equal to 0.2eV.First is organic
The mixture or interface that compound and the second organic compound are formed are capable of forming exciplex under light excitation, then its
Exciplex can be also generated under electric field excitation；Fail to generate exciplex under light excitation, but under electric field excitation
Exciplex can be generated, as long as the HOMO/LUMO energy level difference compound of the first organic compound and the second organic compound
It is required that.
Preferably, the first organic compound and the second organic compound form mixture in luminescent layer material of main part, wherein
The mass fraction of first organic compound is that 10%-90% may be, for example, 9:1 to 1:9 in a preferred embodiment,
It is preferred that 8:2 to 2:8, preferably 7:3 be to 3:7, more preferable 1:1, the mass fraction of guest materials is 1%~5% in luminescent layer.
Preferably, the first organic compound and the second organic compound form mixture in luminescent layer material of main part, wherein
The mass fraction of first organic compound is that 10%-90% may be, for example, 9:1 to 1:9 in a preferred embodiment,
It is preferred that 8:2 to 2:8, preferably 7:3 be to 3:7, more preferable 1:1, the mass fraction of guest materials is 5%~30% in luminescent layer.
Preferably, the singlet energy level of guest materials is lower than the singlet energy level of exciplex, three lines of guest materials
State energy level is lower than the triplet of exciplex.
Preferably, the guest materials of the organic electroluminescence device can be selected from following compound:
It is furthermore preferred that guest materials is selected from following compound:
Preferably, guest materials is 1-5%, preferably 1-3% relative to the mass percent of material of main part；
Preferably, guest materials is 5-30%, preferably 5-10% relative to the mass percent of material of main part.
On the other hand, organic electroluminescence device of the invention further includes cathode and anode.
Preferably, anode includes metal, metal oxide or conducting polymer.For example, the work function that anode can have
Range is about 3.5 to 5.5eV.The illustrative example of conductive material for anode include carbon, aluminium, vanadium, chromium, copper, zinc, silver, gold,
Other metals and its alloy；Zinc oxide, indium oxide, tin oxide, tin indium oxide (ITO), indium zinc oxide and other similar gold
Belong to oxide；And the mixture of oxide and metal, such as ZnO:Al and SnO2:Sb.Transparent material and non-transparent material are all
It can be used as anode material.For the structure to anode transmitting light, transparent anode can be formed.Herein, it is transparent mean to make from
The permeable degree of the light of organic material layer transmitting, and the permeability of light is not particularly limited.
For example, the organic luminescent device when this specification is top emission type, and anode is in organic material layer and cathode shape
When at being formed in substrate before, not only also there is transparent material the non-transparent material of excellent light reflective to be used as anode
Material.Alternatively, the organic luminescent device when this specification is bottom emission type, and anode forms it in organic material layer and cathode
Before when being formed in substrate, need transparent material be used as anode material or non-transparent material need to form to be sufficiently thin so that
Transparent film.
Preferably, about cathode, preferably the material with small work function is as cathode material, in order to be easy to carry out electricity
Son injection.For example, in the present specification, can be used as cathode material with the material that workfunction range is 2eV to 5eV.Cathode can
Include metal, such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminium, silver, tin and lead or its alloy；Material with multi-layer structure
Material, such as LiF/Al or LiO2/ Al etc., but not limited to this.
Material identical with anode can be used to be formed for cathode.In this case, sun as described above can be used in cathode
Pole material is formed.In addition, cathode or anode may include transparent material.
According to used material, organic luminescent device of the invention can be top emission type, bottom emission type or two sides
Light emitting-type.
Preferably, organic luminescent device of the invention includes hole injection layer.The hole injection layer is preferably placed in sun
Between pole and luminescent layer.Hole injection layer is formed by hole-injecting material well known by persons skilled in the art.Hole-injecting material
It is a kind of material for being easy to receive the hole from anode at low voltage, and the HOMO of hole-injecting material is preferably placed at sun
Between the work function of pole material and the HOMO of surrounding organic material layer.The specific example of hole-injecting material includes, but are not limited to
Metalloporphyrin class organic material, oligo-thiophenes class organic material, arylamine class organic material, six nitriles, the six organic material of azepine Benzophenanthrene
Material, quinacridine ketone organic material, class organic material, Anthraquinones conducting polymer, polyaniline compound conducting polymer or poly- thiophene
Pheno class conducting polymer etc..
Preferably, organic luminescent device of the invention includes hole transmission layer.The hole transmission layer is preferably placed in sky
Between cave implanted layer and luminescent layer, or it is placed between anode and luminescent layer.Hole transmission layer is by known to those skilled in the art
Hole mobile material formed.Hole mobile material is preferably to have the material of high hole mobility, can be by hole from sun
Pole or hole injection layer are transferred to luminescent layer.The specific example of hole mobile material includes, but are not limited to the organic material of arylamine class
Material, conducting polymer and the block copolymer with bonding part and non-engaging portion.
Preferably, organic luminescent device of the invention also includes electronic barrier layer.The electronic barrier layer is preferably placed in
Between hole transmission layer and luminescent layer or between hole injection layer and luminescent layer, or it is placed between anode and luminescent layer.Electronics
Barrier layer is formed by electron-blocking materials well known by persons skilled in the art, such as TCTA.
Preferably, organic luminescent device of the invention includes electron injecting layer.The electron injecting layer is preferably placed in yin
Between pole and luminescent layer.Electron injecting layer is formed by electron injection material well known by persons skilled in the art.The electron injection
Such as electronics can be used to receive organic compound to be formed for layer.Herein, receive organic compound as electronics, can be used known
Optional compound, without particularly limiting.As such organic compound, can be used: polycyclic compound, such as to three
Benzene or quaterphenyl or derivatives thereof；Polycyclic hydrocarbon compounds, for example, naphthalene, aphthacene, coronene, bend, anthracene, diphenylanthrancene or
Phenanthrene, or derivatives thereof；Or heterocyclic compound, for example, phenanthroline, bathophenanthroline, phenanthridines, acridine, quinoline, quinoxaline or azophenlyene,
Or derivatives thereof.Also inorganic matter can be used to be formed, including but not limited to, such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium,
Aluminium, silver, tin and lead or its alloy；LiF,LiO2、LiCoO2、NaCl、MgF2、CsF、CaF2、BaF2、NaF、RbF、CsCl、
Ru2CO3、YbF3Deng；And material with multi-layer structure, such as LiF/Al or LiO2/ Al etc..
Preferably, organic luminescent device of the invention includes electron transfer layer.The electron transfer layer is preferably placed in electricity
Between sub- implanted layer and luminescent layer or between cathode and luminescent layer.Electron transfer layer is by electronics well known by persons skilled in the art
Transmission material is formed.Electron transport material is that one kind can easily receive the electronics from cathode and turn the received electronics of institute
Move to the material of luminescent layer.It is preferred that the material with high electron mobility.The specific example of electron transport material includes, but unlimited
In 8-hydroxyquinoline aluminium complex；Compound comprising 8-hydroxyquinoline aluminium；Organic free radical compound；And flavonol
Metal complex；And TPBi.
Preferably, organic luminescent device of the invention also includes hole blocking layer.The hole blocking layer is preferably placed in
Between electron transfer layer and luminescent layer or between electron injecting layer and luminescent layer, or it is placed between cathode and luminescent layer.It is described
Hole blocking layer be by prevent injected holes pass through luminescent layer reach cathode layer, and usually can with hole injection layer phase
It is formed under conditions of.Its specific example includes that oxadiazole derivatives, triazole derivative, ferrosin derivative, BCP, aluminium are compound
Object etc., but not limited to this.
Preferably, hole blocking layer can be same layer with electron transfer layer.
Furthermore it is preferred that, organic luminescent device may also include substrate.Specifically, in an organic light emitting device, anode or
Cathode may be provided in substrate.For substrate, it is not particularly limited.The substrate of the substrate rigidity, such as substrate of glass,
It can be substrate flexible, such as fexible film shape substrate of glass, plastic-substrates or film shape substrate.
Identical material as known in the art and method can be used to be produced for organic luminescent device of the invention.It is specific and
Speech, organic luminescent device can be produced by following steps: use physical vapour deposition (PVD) (PVD) method (such as sputter or electronics
Beam vapor deposition) by metal, conductive metal oxide or its alloy deposition in substrate to form anode；Formed on anode includes sky
Cave implanted layer, hole transmission layer, electronic barrier layer, luminescent layer and electron transfer layer organic material layer；Then deposit on it
It can be used to form the material of cathode.In addition, can also pass through deposited in sequential cathode material, one or more organic materials in substrate
Layer and anode material manufacture organic luminescent device.In addition, during manufacturing organic luminescent device, in addition to physical vapour deposition (PVD)
Method also can be used solution coating method that organic material layer is made in organic light emission composite material of the invention.Such as institute in this specification
With term " solution coating method " means rotary coating, dip coated, blade coating, ink jet printing, wire mark, spraying, print roll coating
Deng, but not limited to this.
It about each layer of thickness, does not limit specifically, those skilled in the art can determine with concrete condition as needed.
Preferably, luminescent layer and optionally hole injection layer, hole transmission layer, electronic barrier layer and electron-transport
Layer, electron injecting layer thickness be respectively 0.5 to 150nm, preferably 1 to 100nm.
Preferably, luminescent layer with a thickness of 20 to 80nm, preferably 30 to 60nm.
The present invention is beneficial to be had the technical effect that
The material of main part of the luminescent layer of organic electroluminescence device provided by the invention is made of two kinds of material adapteds, and two kinds
The mixture or interface that material is formed generate exciplex under light excitation and electrically excited situation.Main body can be reduced
Material triplet exciton concentration reduces the effect that triplet exciton is quenched, and improves device stability.
Second compound is the material different with the first compound carrier mobility, can be balanced inside material of main part
Carrier increases exciton recombination region, improves device efficiency, while can effectively solve the problem that under high current density, material color hair
The problem of raw offset, improve the stability of device luminescent color.
The exciplex of formation has can be poor with singlet energy level compared with small third-line areas' state, enables triplet excitons rapid
Singlet exciton is converted to, the effect that triplet exciton is quenched is reduced, promotes device stability.Meanwhile forming exciplex
Singlet be higher than guest materials singlet energy level, triplet be higher than in the triplet of guest materials, Ke Yiyou
Effect prevents energy from returning material of main part from guest materials, further increases the efficiency and stability of device.
The guest materials containing boron atom carries out bonding, the knot of formation by the sp2 hydridization form of boron and other atoms
In structure, since boron is lacked electron atom, can be formed with electron donating group or weak electron-withdrawing group charge transfer state or
The reversed space resonant interaction of person, causes HOMO, LUMO electron cloud track to separate, and singlet-triplet of material is poor
It reduces, to generate delayed fluorescence phenomenon；The material formed simultaneously using boron atom as core, can not only obtain very small list
Line state-triplet is poor, and since it is with faster fluorescent radiation rate, the material delayed fluorescence longevity can be effectively reduced
Life promotes device efficiency to reduce the triplet state quenching effect of material.
In addition, due to the presence of boron atom, so that intramolecular rigidity reinforced, the flexible of molecule is reduced, and material ground state and is swashed
The conformational differences for sending out state reduce, and the FWHM of material emission spectrum is effectively reduced, and are conducive to the excitation purity for promoting device, thus
Improve the colour gamut of device.Therefore, device architecture of the invention collocation being capable of effective scapegoat's device efficiency, service life and excitation purity.
Detailed description of the invention
Fig. 1 is a kind of schematic diagram of embodiment of organic electroluminescence device of the present invention, in which: 1, substrate layer；2, positive
Pole layer；3, hole injection layer；4, hole transmission layer；5, electronic barrier layer；6, luminescent layer；7, hole barrier/electron transfer layer；8,
Electron injecting layer；9, cathode layer.
Fig. 2 is built in field schematic illustration (1)；Fig. 3 is built in field schematic illustration (2).
Fig. 4 is the angle dependent spectral of monofilm.
Fig. 5 is the service life when organic electroluminescence device that embodiment is prepared works at different temperatures.
Specific embodiment
With reference to the accompanying drawing 1 and embodiment, the present invention is specifically described, but the scope of the present invention is not prepared by these
The limitation of embodiment.In the context of the present invention, unless otherwise indicated, HOMO means the highest occupied molecular orbital of molecule, and
LUMO means the lowest unoccupied molecular orbital of molecule.In addition, " lumo energy difference " involved in this specification means each energy value
Absolute value difference.
In the context of the present invention, unless otherwise indicated, singlet state (S1) energy level means that the singlet state of molecule is minimum sharp
State energy level is sent out, and triplet (T1) energy level means the triplet lowest excited energy level of molecule.In addition, involved in this specification
" triplet energy level difference " and " singlet state and triplet energy level difference " means the difference of the absolute value of each energy.In addition,
Difference absolute value representation between each energy level.
Embodiment 1
The organic electroluminescence device structure that embodiment 1 is prepared is as shown in Figure 1, the specific preparation process of device is as follows:
The ito anode layer 2 on transparent glass substrate layer 1 is cleaned, is cleaned respectively with deionized water, acetone, EtOH Sonicate respectively
It 30 minutes, is then handled 2 minutes in plasma cleaner；After ito glass substrate is dried, it is placed in vacuum cavity,
It is less than 1*10 to vacuum degree-6Torr, on ito anode layer 2, HT1 the and P1 mixture that vapor deposition film thickness is 10nm, HT1 and P1 mass
Than for 97:3, which is hole injection layer 3；Then, the HT1 of 50nm thickness is deposited, the layer is as hole transmission layer 4；Then it is deposited
The EB1 of 20nm thickness, the layer is as electronic barrier layer 5；Further, the luminescent layer 6 of 25nm is deposited, wherein luminescent layer includes main body material
Material and object dopant dye, the selection of specific material is as shown in table 1, according to the mass percent of material of main part and dopant dye, leads to
It crosses film thickness gauge and carries out rate control；On luminescent layer 6, further evaporation thickness is the ET1 and Liq of 40nm, ET1 and Liq mass
Than for 1:1, this layer of organic material is as hole barrier/electron transfer layer 7；On hole barrier/electron transfer layer 7, vacuum is steamed
The LiF with a thickness of 1nm is plated, which is electron injecting layer 8；On electron injecting layer 8, vacuum evaporation cathode Al (80nm) should
Layer is negative electrode layer 9.Different devices its film thickness difference is deposited.The selection of the specific material of embodiment 1 is as shown in table 1:
The organic electroluminescence device structure that comparative example 1~14 and embodiment 2-21 are obtained is similar to Example 1, preparation side
The method that method uses embodiment 1；Specific material therefor is as shown in table 1.
Table 1
It is that specifically there are two types of the forms of expression for double main bodys in the present invention: a kind of double main body shapes it is necessary to what is be illustrated
Formula is the first organic compound and the second organic compound by way of double source steams altogether, forms a certain proportion of mixture, visitor
Body is material doped in the mixture that the two is formed, such as H2:H1:DG-4=50:50:12 (40nm)；Another double main body
Form is that the first organic compound or the second organic compound is first deposited), the second organic compound is then deposited again or first has
Machine compound, the two form the overlaying structure at interface, and guest materials is entrained in the first organic compound or the second organic compound
In object, such as H3 (20nm)/H9:DR-1=100:10 (20nm) or H3:DR-1=100:10 (20nm)/H9 (20nm).
The raw material H1-H9 being related in table 1 is as indicated earlier, and the structural formula of remaining material is as follows:
The wherein relationship between energy levels of Subjective and Objective material are as follows:
H1:HOMO is -5.82eV, and LUMO is -2.80eV, S1 2.92eV, T1 2.77eV；
H2:HOMO is -5.60eV, and LUMO is -2.17eV, S1 3.23eV, T1 2.76eV；
H3:HOMO is -6.01eV, and LUMO is -2.58eV, S1 3.53eV, T1 2.86eV；
H4:HOMO is -6.23eV, and LUMO is -2.64eV, S1 3.46eV, T1 2.63eV；
H5:HOMO is -5.64eV, and LUMO is -2.27eV, S1 3.28eV, T1 2.71eV；
H6:HOMO is -5.78eV, and LUMO is -2.50eV, S1 3.40eV, T1 2.77eV；
H7:HOMO is -6.48eV, and LUMO is -2.89eV, S1 3.54eV, T1 2.72eV；
H8:HOMO is -5.57eV, and LUMO is -2.25eV, S1 3.19eV, T1 2.62eV；
H9:HOMO is -6.52eV, and LUMO is -3.43eV, S1 3.22eV, T1 2.50eV；
BD-1:HOMO is 5.48eV, LUMO 2.78eV, S1 2.73eV, T1 2.63eV；
BD-2:HOMO is 5.70eV, LUMO 2.85eV, S1 2.80eV, T1 2.65eV；
DG-1:HOMO is 5.90eV, LUMO 3.40eV, S1 2.40eV, T1 2.30eV；
DG-2:HOMO is 5.50eV, LUMO 2.85eV, S1 2.40eV, T1 2.30eV；
DG-3:HOMO is 5.40eV, LUMO 2.76eV, S1 2.38eV, T1 2.33eV；
DG-4:HOMO is 5.58eV, LUMO 2.77eV, S1 2.44eV, T1 2.37eV；
DR-1:HOMO is 5.30eV, LUMO 3.35eV, S1 2.15eV, T1 2.04eV；
A-1:HOMO is 5.90eV, LUMO 3.00eV, S1 3.0eV, T1 2.75eV；
A-2:HOMO is 5.70eV, LUMO 3.10eV, S1 2.40eV, T1 1.70eV.
The carrier mobility of above-mentioned selected materials is as shown in table 2 below:
Table 2
| Title material | Hole mobility (cm2/V·S) | Electron mobility (cm2/V·S) |
| H1 | 2.01*10-4 | 1.56*10-2 |
| H2 | 5.44*10-3 | 1.09*10-4 |
| H3 | 5.31*10-3 | 2.08*10-4 |
| H4 | 2.18*10-4 | 2.10*10-2 |
| H5 | 8.76*10-3 | 1.24*10-4 |
| H6 | 7.12*10-3 | 2.35*10-4 |
| H7 | 3.12*10-4 | 4.52*10-3 |
| H8 | 4.11*10-4 | 1.01*10-2 |
| H9 | 2.50*10-4 | 6.78*10-3 |
The energy level of aforementioned body material and the energy level for forming exciplex are as shown in table 3 below:
Table 3
Note: wherein H2:H3 (50:50) is expressed as in material of main part, the first organic compound and the second organic compound
Quality divides percentage to be the mixture of 50:50；H2/H3 is expressed as in material of main part, and the first organic compound and second organises
It closes object and forms interface.Wherein PL represents luminescence exitation spectrum, and EL represents electric field excitation light spectrum.
The organic electroluminescence that Examples 1 to 21 and comparative example 1~14 are prepared is tested for the property, as a result such as table
Shown in 4.
Table 4
Data can see from table 4, and Examples 1 to 21 is compared with comparative example 1~14, using material based on above-mentioned collocation
Material, boracic class material obtain with device lifetime as guest materials, compared to traditional material as the device efficiency of material of main part bright
It is aobvious to improve, while the FWHM of device spectral is reduced, device color color purity is promoted.Using boracics materials such as the collocation of double main bodys DB-1, DB-2
The device efficiency and life-span upgrading of material are obvious, and main cause is that the material of main part of its luminescent layer is made of two kinds of material adapteds, and two
The mixture or interface that kind material is formed, generate exciplex, exciplex under light excitation and electrically excited situation
Energy transmission be can be improved to the efficiency of guest materials, while reducing material of main part triplet exciton concentration, triplet is reduced and swash
Sub- quenching effect improves device lifetime.Such structure matching not only tries out blue-light device, while also trying out green light and feux rouges device
Part shows the universality of the device architecture.
In addition, second compound is the material different with the first compound carrier mobility, material of main part can be balanced
Internal carrier increases exciton recombination region, improves device efficiency, while can effectively solve the problem that under high current density, material
The problem of color shifts improves the stability of device luminescent color.The exciplex of formation has compared with small third-line areas' state
Can be poor with singlet energy level, enable triplet excitons to be rapidly converted into singlet exciton, reduces what triplet exciton was quenched
Effect promotes device stability.
The singlet for forming exciplex is higher than the singlet energy level of guest materials, and triplet is higher than in object material
The triplet of material, can be effectively prevented energy from guest materials return material of main part, further increase the efficiency of device with
And stability.
The guest materials containing boron atom carries out bonding, the knot of formation by the sp2 hydridization form of boron and other atoms
In structure, since boron is lacked electron atom, can be formed with electron donating group or weak electron-withdrawing group charge transfer state or
The reversed space resonant interaction of person, causes HOMO, LUMO electron cloud track to separate, and singlet-triplet of material is poor
It reduces, to generate delayed fluorescence phenomenon；The material formed simultaneously using boron atom as core, can not only obtain very small list
Line state-triplet is poor, and since it is with faster fluorescent radiation rate, the material delayed fluorescence longevity can be effectively reduced
Life promotes device efficiency to reduce the triplet state quenching effect of material.
In addition, due to the presence of boron atom, so that intramolecular rigidity reinforced, the flexible of molecule is reduced, and material ground state and is swashed
The conformational differences for sending out state reduce, and the FWHM of material emission spectrum is effectively reduced, and are conducive to the excitation purity for promoting device, thus
Improve the colour gamut of device.Therefore, device architecture of the invention collocation being capable of effective scapegoat's device efficiency, service life and excitation purity.
Further, it is found by the applicant that the second organic compound of the first organic compound of the subtype that conducts electricity and biography cavity type
The mixture of formation or interface, due to the different carrier transmission characteristics of the two, so that its mixing or boundary in the two
Face forms stable built in field.Meanwhile boron-containing compound enters the first organic compound when it is adulterated due to the electron deficient of boron
When object and the second organic compound form ground interface or mixture, it can occur in the interaction of built in field and boron atom
Molecular orientation assembled arrangement is intended to the molecules align of boron-containing compound horizontally arranged, promotes the light extraction efficiency of material, thus
Improve the luminous efficiency of device.And use the first organic matter and the second organic matter shape of single material of main part and identical carrier attribute
At interface or mixture collocation boron-containing compound can not all generate above-mentioned effect, the reason is that it can not form stable built-in electricity
.In addition, the electron deficient inducing action that boron-containing compound is very strong due to boron atom, can pretend use with built in field
Power, so that molecular orientation rearrangement has occurred in boron-containing compound.Concrete principle is as shown in Figures 2 and 3.
In order to further verify above-mentioned principle, the angle dependent spectral of test monofilm can be passed through (shown in Fig. 4).It is horizontal even
Test result is as follows for pole shown in table 5.
5 horizontal dipole ratio test result of table
| Number | Monofilm | Horizontal dipole ratio |
| 1 | H3:BD-1=100:3 (60nm) | 0.60 |
| 2 | H7:BD-1=100:3 (60nm) | 0.62 |
| 3 | H3:H7:BD-1=50:50:3 (60nm) | 0.85 |
| 4 | H3 (30nm)/H7:BD-1=100:3 (30nm) | 0.87 |
| 5 | H3:H7:A-1=50:50:3 (60nm) | 0.63 |
| 6 | H2:DG-1=100:12 (60nm) | 0.60 |
| 7 | H2:H1:DG-1=50:50:12 (60nm) | 0.88 |
| 8 | H2 (30nm)/H1:DG-1=100:12 (30nm) | 0.90 |
| 9 | H2:H1:A-2=50:50:12 (60nm) | 0.61 |
It can see from Fig. 4 and table 5, the first organic compound of the subtype that conducts electricity and the second organic compound for passing cavity type
The mixture of formation or interface collocation boron-containing compound, the ratio of level molecules arrangement are promoted obvious.And other collocation
The ratio of form, level molecules arrangement is lower.
Further, the service life is also more stable when OLED device prepared by the present invention works at different temperatures, by device
Part comparative example 1, embodiment 1, comparative example 3, embodiment 6, comparative example 5, embodiment 8, comparative example 13, embodiment 20 are -10~80
DEG C carry out efficiency test, acquired results are as shown in table 6, Fig. 5.
Table 6
| Classification (h)/temperature DEG C | -10 | 10 | 20 | 30 | 40 | 50 | 60 | 70 | 80 |
| Comparative example 1 (h) | 18 | 19 | 20 | 21 | 18 | 14 | 13 | 12 | 6 |
| Embodiment 1 (h) | 99 | 100 | 100 | 102 | 98 | 97 | 96 | 95 | 93 |
| Comparative example 3 (h) | 13 | 13.5 | 14 | 14 | 12.1 | 10.1 | 8.4 | 6.5 | 3.2 |
| Embodiment 6 (h) | 118.7 | 119.0 | 119.4 | 119 | 118.2 | 116.5 | 115.4 | 113.4 | 110.6 |
| Comparative example 5 (h) | 46.4 | 48.9 | 50 | 51 | 49.5 | 48.8 | 48 | 47.6 | 47.1 |
| Embodiment 8 (h) | 225 | 228 | 230 | 229 | 228.5 | 227.8 | 226.7 | 225.3 | 222.9 |
| Comparative example 13 (h) | 45.6 | 48.9 | 50 | 49.7 | 46.4 | 40 | 32.4. | 24.2 | 14.1 |
| Embodiment 20 (h) | 276.3 | 283.6 | 285 | 284.6 | 283.1 | 282.1 | 280.5 | 277.9 | 276.8 |
Note: the above test data is device in 10mA/cm2Device data.
Shown in upper table 6 and Fig. 5, it is found that material of main part used by the application structure and guest materials collocation
Device its at different temperature, arrange in pairs or groups compared to traditional devices, the EQE of device variation is smaller, at a higher temperature, device
Part EQE has almost no change, and shows that its device stability of the device of the application structure matching is preferable.
Claims (19)
1. a kind of organic electroluminescence device, including cathode, anode and the luminescent layer between cathode and anode；It is described
Luminescent layer includes: material of main part and guest materials；Contain hole transporting zone between the anode and luminescent layer, the cathode and
Contain electron transporting zone between luminescent layer；
It is characterized in that, the material of main part includes the first organic compound and the second organic compound, the first organic compound
HOMO energy level and the second organic compound HOMO energy level difference be more than or equal to 0.2eV, the lumo energy of the first organic compound
It is more than or equal to 0.2eV with the lumo energy difference of the second organic compound；
The mixture or interface that first organic compound and the second organic compound are formed, the case where light excitation or electric field excite
Lower generation exciplex；The emission spectrum of the exciplex of formation and the absorption spectrum of guest materials have overlapping；It is formed
Exciplex singlet energy level be higher than guest materials singlet energy level, triplet be higher than guest materials three lines
State energy level；And first organic compound and the second organic compound there are different carrier transmission characteristics.
Wherein guest materials is the organic compound containing boron atom, and the singlet energy level of guest materials is lower than the list of exciplex
Line state energy level, the triplet of guest materials are lower than the triplet of exciplex.
2. organic electroluminescence device according to claim 1, which is characterized in that | HOMOSecond organic compound|-| HOMO first
Organic compound | >=0.3eV；|LUMOSecond organic compoundThe first organic compound of |-| LUMO | >=0.3eV；Wherein | HOMO | and |
LUMO | it is expressed as the absolute value of compound energy level.
3. organic electroluminescence device according to claim 1 or 2,0.3eV≤| HOMOSecond organic compound|-| HOMO first
Organic compound |≤0.8eV；0.4eV≤|LUMOSecond organic compoundThe first organic compound of |-| LUMO |≤0.8eV.
4. according to right want 1 described in organic electroluminescence device, which is characterized in that the first organic compound and second organises
The exciplex that object is formed is closed, triplet and singlet energy level difference are less than or equal to 0.2eV；Exciton energy is answered by swashing base
It closes object and is transmitted to guest materials, finally generate guest materials and shine.
5. organic electroluminescence device according to claim 1 or 2, which is characterized in that the first organic compound and second
Organic compound forms mixture according to the mass ratio of 1:99~99:1, generates and swashs in the case where light excitation or electric field excite
Base complex.
6. organic electroluminescence device according to claim 1 or 2, which is characterized in that the first organic compound and second
Organic compound forms the laminated construction with interface, and the first organic compound is located at hole transport side, the second organic compound
Level generates exciplex in the case where light excitation or electric field excite in electron-transport side.
7. organic electroluminescence device according to claim 1, which is characterized in that the quality of first organic compound
The 10%-90% of material based on score, in luminescent layer based on the mass fraction of guest materials material 1%~5% or 5%
~30%.
8. organic electroluminescence device according to claim 1, which is characterized in that material of main part is the in the luminescent layer
The interface that one organic compound and the second organic compound are formed, guest materials are doped in the first organic compound, in luminescent layer
The 1%~5% of material based on the mass fraction of guest materials；Alternatively, material of main part organises in the luminescent layer for first
The interface that object and the second organic compound are formed is closed, guest materials is doped in the second organic compound, guest materials in luminescent layer
Mass fraction based on material 1%~5%.
9. organic electroluminescence device according to claim 1, which is characterized in that material of main part is the in the luminescent layer
The interface that one organic compound and the second organic compound are formed, guest materials are doped in the first organic compound, in luminescent layer
The 5%~30% of material based on the mass fraction of guest materials；Alternatively, material of main part organises in the luminescent layer for first
The interface that object and the second organic compound are formed is closed, guest materials is doped in the second organic compound, guest materials in luminescent layer
Mass fraction based on material 5%~30%.
10. organic electroluminescence device according to claim 1, which is characterized in that move in the hole of the first organic compound
Shifting rate is greater than electron mobility, and the electron mobility of the second organic compound is greater than hole mobility；And first organic compound
To pass cavity type material, the second organic compound is the subtype material that conducts electricity.
11. organic electroluminescence device according to claim 1, which is characterized in that the luminous spike of the guest materials
A length of 400-500nm or 500-560nm or 560-780nm.
12. according to claim 1 or organic electroluminescence device described in 11, which is characterized in that the single line of the guest materials
State and triplet difference are less than or equal to 0.3eV.
13. according to according to claim 1 or organic electroluminescence device described in 11, which is characterized in that the guest materials contains
The quantity of boron atom is more than or equal to 1, and boron atom carries out bonding by sp2 hybridized orbit mode and other elements；It is connect with boron
Group is the cycloalkanes of hydrogen atom, the straight chained alkyl of substitution or unsubstituted C1-C6, substitution or unsubstituted C3-C10
Base, the Heterocyclylalkyl of substitution or unsubstituted C1-C10, substitution or unsubstituted C6-C60 aromatic radical, replace or
One of the heteroaryl of the unsubstituted C3-C60 of person；And the group connecting with boron atom can be connected individually, it can also be mutually straight
Connect bond cyclization or by connecting again with boron after other groups connection cyclization.
14. according to according to claim 1 or organic electroluminescence device described in 13, which is characterized in that the guest materials contains
The quantity of boron atom is 1,2 or 3.
15. according to claim 1 or organic electroluminescence device described in 13, which is characterized in that the guest materials is as follows
Structure shown in general formula (1):
Wherein X1、X2、X3Expression nitrogen-atoms independent or boron atom, X1、X2、X3In at least one atom be boron atom；Z
Same or different at each occurrence is expressed as N or C (R)；
A, b, c, d, e are independent is expressed as 0,1,2,3 or 4；
C1With C2, C3With C4, C5With C6, C7With C8, C9With C10In at least a pair of of carbon atom can connect to form 5-7 ring structure；
R it is same or different at each occurrence be expressed as H, D, F, Cl, Br, I, C (=O) R1, CN, Si (R1)3, P (=O)
(R1)2, S (=O)2R1, straight chained alkyl or alkoxy group with C1-C20, or the branch with C3-C20 or cricoid
Alkyl or alkoxy base, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can be respectively one or more
Group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R1C=CR1-、-C≡C-、Si
(R1)2, C (=O), C=NR1,-C (=O) O-, C (=O) NR1-、NR1, P (=O) (R1) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R1Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R1Replace, two of them
Or more group R can be connected to each other and ring can be formed:
R1Same or different at each occurrence is expressed as H, D, F, Cl, Br, I, C (=O) R2, CN, Si (R2)3, P (=O)
(R2)2, N (R2) S (=O)2R2, straight chained alkyl or alkoxy group with C1-C20, or branch or ring with C3-C20
The alkyl or alkoxy base of shape, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can respectively by one or
Multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R2C=CR2-、-C≡C-、Si
(R2)2, C (=O), C=NR2,-C (=O) O-, C (=O) NR2-、NR2, P (=O) (R2) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R2Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R2Replace, two of them
Or more group R1It can be connected to each other and ring can be formed:
R2Identical or different at each occurrence is expressed as H, D, F or aliphatic series, aromatics or heteroaromatic organic group with C1-C20
Group, wherein one or more H atoms can also be replaced by D or F；Herein two or more substituent R 2 can be connected to each other and
Ring can be formed；
Ra, Rb, Rc, Rd are independently represented each other the C1-C20 alkyl of linear chain or branched chain, the C1-C20 alkyl of linear chain or branched chain takes
The silylation in generation, the aryl of substituted or unsubstituted C5-30, substituted or unsubstituted C5-C30 heteroaryl, it is substituted or unsubstituted
The aryl amine of C5-C30；
In the case that Ra, Rb, Rc, Rd group are bonded with Z, the group Z is equal to C.
16. according to claim 1 or organic electroluminescence device described in 13, which is characterized in that the guest materials is as follows
Structure shown in general formula (2):
Wherein X1、X3Separately it is expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C (R)2、P
(R), P (=O) R, S or SO2；X2Independent expression nitrogen-atoms or boron atom, and X1、X2、X3In at least one be expressed as boron
Atom；
Z1-Z11Independently be expressed as nitrogen-atoms or C (R)；
A, b, c, d, e are independent is expressed as 0,1,2,3 or 4；
R it is same or different at each occurrence be expressed as H, D, F, Cl, Br, I, C (=O) R1, CN, Si (R1)3, P (=O)
(R1)2, S (=O)2R1, straight chained alkyl or alkoxy group with C1-C20, or the branch with C3-C20 or cricoid
Alkyl or alkoxy base, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can be respectively one or more
Group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R1C=CR1-、-C≡C-、Si
(R1)2, C (=O), C=NR1,-C (=O) O-, C (=O) NR1-、NR1, P (=O) (R1) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R1Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R1Replace, two of them
Or more group R can be connected to each other and ring can be formed:
R1Same or different at each occurrence is expressed as H, D, F, Cl, Br, I, C (=O) R2, CN, Si (R2)3, P (=O)
(R2)2, N (R2) S (=O)2R2, straight chained alkyl or alkoxy group with C1-C20, or branch or ring with C3-C20
The alkyl or alkoxy base of shape, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can respectively by one or
Multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R2C=CR2-、-C≡C-、Si
(R2)2, C (=O), C=NR2,-C (=O) O-, C (=O) NR2-、NR2, P (=O) (R2) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R2Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R2Replace, two of them
Or more group R1It can be connected to each other and ring can be formed:
R2Identical or different at each occurrence is expressed as H, D, F or aliphatic series, aromatics or heteroaromatic organic group with C1-C20
Group, wherein one or more H atoms can also be replaced by D or F；Herein two or more substituent R 2 can be connected to each other and
Ring can be formed；
Ra, Rb, Rc, Rd are independently represented each other the C1- of the alkyl-substituted alkyl of C1-20 of linear chain or branched chain, linear chain or branched chain
The alkyl-substituted silylation of C20, the aryl of substituted or unsubstituted C5-C30, substituted or unsubstituted C5-C30 heteroaryl, take
The aryl amine of generation or unsubstituted C5-C30；
In the case that Ra, Rb, Rc, Rd group are bonded with Z, the group Z is equal to C.
17. according to claim 1 or organic electroluminescence device described in 13, which is characterized in that the guest materials is as follows
Structure shown in general formula (3):
Wherein X1、X2、X3Separately it is expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C (R)2、
P (R), P (=O) R, S or SO2；
Z, Y of different location independently be expressed as C (R) or N；
K1It is expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C (R)2, P (R), P (=O) R, S or SO2、
The alkyl-substituted silicylene of C1-C20, the C6- of the alkyl-substituted alkylidene of the C1-C20 of linear chain or branched chain, linear chain or branched chain
One of the alkylidene that C20 aryl replaces；
The heterocyclic base group that the aromatic group or carbon atom number that are 6~20 are 3-20 is expressed as carbon atom number；
M is expressed as number 0,1,2,3,4 or 5；L is selected from singly-bound, double bond, three keys, the aromatic group or carbon that carbon atom number is 6-40
Atomicity is the heteroaryl of 3-40；
R it is same or different at each occurrence be expressed as H, D, F, Cl, Br, I, C (=O) R1, CN, Si (R1)3, P (=O)
(R1)2, S (=O)2R1, straight chained alkyl or alkoxy group with C1-C20, or the branch with C3-C20 or cricoid
Alkyl or alkoxy base, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can be respectively one or more
Group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R1C=CR1-、-C≡C-、Si
(R1)2, C (=O), C=NR1,-C (=O) O-, C (=O) NR1-、NR1, P (=O) (R1) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R1Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R1Replace, two of them
Or more group R can be connected to each other and ring can be formed:
R1Same or different at each occurrence is expressed as H, D, F, Cl, Br, I, C (=O) R2, CN, Si (R2)3, P (=O)
(R2)2, N (R2) S (=O)2R2, straight chained alkyl or alkoxy group with C1-C20, or branch or ring with C3-C20
The alkyl or alkoxy base of shape, or the alkenyl or alkynyl group with C2-C20, wherein above-mentioned group can respectively by one or
Multiple group R1Replace, and wherein one or more CH2 group in above-mentioned group can be by-R2C=CR2-、-C≡C-、Si
(R2)2, C (=O), C=NR2,-C (=O) O-, C (=O) NR2-、NR2, P (=O) (R2) ,-O- ,-S-, SO or SO2 replace, and
And wherein one or more H atoms in above-mentioned group can be replaced by D, F, Cl, Br, I or CN, or have 5 to 30 aromatic rings
The aromatics of atom or heteroaromatic ring system, the ring system in each case can be by one or more R2Replace, or there are 5 to 30
The aryloxy group or heteroaryl groups of aromatic ring atom, the group can be by one or more group R2Replace, two of them
Or more group R1It can be connected to each other and ring can be formed:
R2Identical or different at each occurrence is expressed as H, D, F or aliphatic series, aromatics or heteroaromatic organic group with C1-C20
Group, wherein one or more H atoms can also be replaced by D or F；Herein two or more substituent R 2 can be connected to each other and
Ring can be formed；
RnThe C1-C20 alkyl of the alkyl-substituted alkyl of C1-C20 for being expressed as linear chain or branched chain, linear chain or branched chain independently
The aryl of substituted silylation, substituted or unsubstituted C5-C30, replaces or does not take substituted or unsubstituted C5-C30 heteroaryl
The aryl amine of the C5-C30 in generation；
Ar is expressed as the alkyl-substituted silane of C1-C20 of the alkyl-substituted alkyl of C1-C20 of linear chain or branched chain, linear chain or branched chain
Base, the aryl of substituted or unsubstituted C5-C30, substituted or unsubstituted C5-C30 heteroaryl, substituted or unsubstituted C5-C30
Aryl amine or general formula (4) shown in structure:
K2、K3Independently be expressed as singly-bound, B (R), N (R), C (R)2、Si(R)2, O, C=N (R), C=C (R)2、P(R)、P
(=O) R, S, S=O or SO2, the alkyl-substituted alkylidene of C1-C20 of linear chain or branched chain, linear chain or branched chain C1-C20 alkyl
One of the alkylidene that substituted silicylene, C6-C20 aryl replace.
18. organic electroluminescence device according to claim 17, which is characterized in that the X in general formula (3)1、X2、X3May be used also
It is not present with independent, i.e. X1、X2、X3Shown in position is independent is not also keyed without atom, and X1、X2、
X3In at least one indicate that atom or key exist.
19. organic electroluminescence device according to claim 1, which is characterized in that the hole transporting zone includes sky
One of cave implanted layer, hole transmission layer, electronic barrier layer or multiple combinations；The electron transporting zone includes electron injection
One of layer, electron transfer layer, hole blocking layer or multiple combinations.
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| WO2020199998A1 (en) * | 2019-03-29 | 2020-10-08 | 吉林省元合电子材料有限公司 | 1,3,5-triazine compound and composition, and application thereof |
| CN113725377A (en) * | 2021-08-31 | 2021-11-30 | 京东方科技集团股份有限公司 | Light emitting device, light emitting substrate, and light emitting apparatus |
| CN114975802A (en) * | 2021-02-25 | 2022-08-30 | 京东方科技集团股份有限公司 | Light emitting device, light emitting substrate, and light emitting apparatus |
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| WO2020096021A1 (en) * | 2018-11-07 | 2020-05-14 | 出光興産株式会社 | Organic electroluminescence element and electronic instrument using same |
| WO2021107744A1 (en) * | 2019-11-29 | 2021-06-03 | 주식회사 엘지화학 | Organic light-emitting element |
| KR20210067946A (en) * | 2019-11-29 | 2021-06-08 | 주식회사 엘지화학 | Organic light emitting device |
| CN113097401B (en) * | 2021-04-07 | 2024-04-23 | 京东方科技集团股份有限公司 | Organic light emitting diode, display panel and display device |
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