CN109860425A - A kind of Organnic electroluminescent device and purposes containing coating - Google Patents
A kind of Organnic electroluminescent device and purposes containing coating Download PDFInfo
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Abstract
The present invention relates to a kind of Organnic electroluminescent device containing coating, which includes: substrate layer；First electrode, the first electrode is on the substrate；Organic luminescence function layer, the organic luminescence function layer is on the first electrode；Second electrode, the second electrode is on the organic luminescence function layer；And coating, the coating is on the second electrode, wherein the coating includes organic compound, and the organic compound of the coating contains different types of heteroaryl amine structure, glass transition temperature with higher and molecule thermal stability；Visible regime absorb it is low, refractive index is high, be applied to OLED device CPL layer after, can effectively promote the light extraction efficiency of OLED device；The invention further relates to the organic electroluminescence device of the invention containing coating in display or the purposes of lighting apparatus.
Description
Technical field
The present invention relates to a kind of Organnic electroluminescent devices, more particularly to one kind to contain coating (capping layer)
, Organnic electroluminescent device that light extraction efficiency can be effectively improved.
Background technique
Organic electroluminescent (OLED:Organic Light Emission Diodes) device technique can both be used to make
New display product is made, can be used for preparing novel illumination product, is expected to substitute existing liquid crystal display and fluorescent lighting,
Application prospect is very extensive.OLED device have like sandwich structure, including electrode layer and be clipped in Different electrodes layer it
Between organic luminescence function layer, a variety of different electrode layers and organic luminescence function layer and other relevant material layers according to
Way is overlapped mutually collectively constitutes OLED device together.OLED device is a kind of current drive-type device, when to its two end electrodes
When applying voltage to by electric field action on the positive and negative charge in organic functional material layer, positive and negative charge is further organic
It is compound in light emitting functional layer, i.e. generation OLED electroluminescent.
Currently, OLED display technology is applied in fields such as smart phone, tablet computers, will also be further to electricity
Depending on etc. large scales application field extension.Since there are huge spreads between the external quantum efficiency and internal quantum efficiency of OLED, greatly
Ground constrains the development of OLED.Therefore, the light extraction efficiency for how improving OLED becomes research hotspot.Ito thin film and glass lined
The interface of the interface at bottom and glass substrate and air can be totally reflected, and the light for being emitted to OLED device exterior space accounts for about
The 20% of organic material film EL total amount, it is thin that remaining about 80% light is mainly limited in organic material film, ITO in the form of guided wave
In film and glass substrate.It can be seen that the light extraction efficiency of conventional OLED device is lower (about 20%), this seriously constrains OLED's
Development and application.Therefore, how to reduce total reflection effect in OLED device, improve optically coupling to before device to exterior space
Ratio (light extraction efficiency) causes the extensive concern of people.
Currently, realizing that a kind of important method for improving oled light extraction efficiency is to form such as fold, photon in light output surface
The structures such as crystal, lenticule display (MLA) and addition surface coating.First two method will affect the radiation of OLED in structure
Spectrum angular distribution, the third method preparation process are complicated.Using surface coating simple process, luminous efficiency improve 30% with
On, especially people pay close attention to.
Therefore, the status low for current OLED device light extraction efficiency, it is desirable to using can be realized in apparatus structure
The coating (light extraction material layer) of higher smooth extraction efficiency, and it is desirable that reduce the dependence of angle of device.
Summary of the invention
In view of the above-mentioned problems existing in the prior art, it was found by the inventors of the present invention that organising when using particular kind of
When conjunction object prepares coating and prepares Organnic electroluminescent device with the coating, since the particular kind of organic compound exists
The refractive index of visible light region is higher, and Bees Wax is very low, thus the organic electroluminescence hair prepared as the coating prepared by it
The current efficiency of electro-optical device improves, light extraction efficiency improves and dependence of angle is eased.Therefore, the application has used one kind
It can be used for the organic compound of coating, it is organic to be used to prepare which can stablize film forming by certain way
El light emitting device, the light extraction efficiency of prepared OLED device obtains effectively being promoted while luminous dependence of angle obtains
Alleviate.
The object of the present invention is to provide a kind of Organnic electroluminescent device, which includes:
Substrate layer；
First electrode, the first electrode is on the substrate；
Organic luminescence function layer, the organic luminescence function layer is on the first electrode；
Second electrode, the second electrode is on the organic luminescence function layer；And
Coating, the coating is on the second electrode；
Wherein, the coating includes the organic compound based on heteroaryl amine structure, the knot of the organic compound
Shown in structure such as general formula (1):
L1、L2、L3Independently be expressed as singly-bound, substituted or unsubstituted 6~60 yuan arylene, containing one or more
A heteroatomic substituted or unsubstituted 5~60 yuan of inferior heteroaryls；L1,L2With L3It can be identical or different；
In general formula (1), R1It is expressed as structure shown in general formula (2) or general formula (3)；R2、R3Separately it is expressed as general formula
(2), structure shown in general formula (3), general formula (4) or general formula (5)；
General formula (2), general formula (3), in general formula (4), X1、X2、X3Separately it is expressed as-O- ,-S- ,-C (R10)
(R11)-、-N(R12)-；
General formula (2), general formula (3), general formula (4), in general formula (5), R4~R19It is former to be separately expressed as hydrogen atom, protium
Son, D-atom, tritium atom, halogen, cyano, C1-10Alkyl, C1-10Alkoxy, substituted or unsubstituted 6~60 yuan of aryl,
Contain one or more heteroatomic substituted or unsubstituted 5~60 unit's heteroaryls；R4、R7、R8、R9Also separately indicate
For structure shown in general formula (6)；
General formula (6) passes through CM1-CM2Key, CM2-CM3Key, CM3-CM4Key is connect with general formula (2)；
General formula (6) passes through CM5-CM6Key, CM6-CM7Key, CM7-CM8Key is connect with general formula (4)；
General formula (6) passes through CM9-CM10Key, CM10-CM11Key, CM11-CM12Key, CM13-CM14Key, CM14-CM15Key, CM15-CM16Key
It is connect with general formula (5)；
The R10~R12Independently be expressed as C1-10Alkyl, C1-10Alkoxy, substituted or unsubstituted 6~60
First aryl contains one of one or more heteroatomic substituted or unsubstituted 5~60 unit's heteroaryls；
6~60 yuan of substituted aryl, replace 5~60 unit's heteroaryls substituent group optionally from protium atom, D-atom,
Tritium atom, halogen atom, cyano, C1-20Alkyl, C1-10Alkoxy, 6~20 yuan of aryl, contain one or more hetero atoms
One of 5~20 unit's heteroaryls or a variety of；
Hetero atom in the heteroaryl is selected from nitrogen, oxygen or sulphur.
Further preferably, the L1、L2、L3Independently be expressed as singly-bound, substituted or unsubstituted phenylene, substitution
Or unsubstituted naphthylene, substituted or unsubstituted sub- dibiphenylyl, substituted or unsubstituted anthryl, substituted or unsubstituted phenanthrene
Base, substituted or unsubstituted sub-pyridyl group, substituted or unsubstituted sub- carbazyl, replaces or not substituted or unsubstituted pyrenyl
Substituted furylidene, substituted or unsubstituted sub- pyrimidine radicals, substituted or unsubstituted sub- pyrazinyl, substituted or unsubstituted Asia
Pyridazinyl, substituted or unsubstituted sub- dibenzofuran group, substituted or unsubstituted fluorenylidene, substituted or unsubstituted Asia N- benzene
Base carbazyl, substituted or unsubstituted sub- quinolyl, substituted or unsubstituted sub- isoquinolyl, substituted or unsubstituted sub- quinoline azoles
Quinoline base, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted cinnoline base, one in substituted or unsubstituted sub- naphthyridines base
Kind；
The R10、R11Independently be expressed as methyl, phenyl, xenyl；R12Be expressed as phenyl, naphthalene, xenyl,
Pyridyl group, pyrimidine radicals, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, benzoxazolyl, benzothiazolyl, benzimidazolyl,
One of quinoxalinyl, cinnoline base, quinazolyl, naphthyridines base；
The R4~R9Independently be expressed as hydrogen atom, protium atom, D-atom, tritium atom, halogen, cyano, methyl,
Ethyl, propyl, isopropyl, tert-butyl, phenyl, naphthalene, xenyl, terphenyl, fluorenyl, pyridyl group, pyrimidine radicals, pyrazinyl,
Pyridazinyl, isoquinolyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, quinoxalinyl, quinazolyl, is scolded at quinolyl
One of quinoline base, naphthyridines base, dibenzofuran group, N- phenyl carbazole base；
The substituent group is optionally from protium atom, D-atom, tritium atom, halogen atom, cyano, C1-20Alkyl, C1-10Alkane
Oxygroup, contains one of one or more heteroatomic 5~20 unit's heteroaryls or a variety of at 6~20 yuan of aryl；
Hetero atom in the heteroaryl is selected from nitrogen, oxygen or sulphur.
Preferred embodiment, the particular compound of structure shown in the general formula (1) are such as any one of flowering structure:
Covering layer material n (450nm) > 2.2, k (450nm) < 0.05, n (620nm) > 1.9；N is the folding of material
Rate is penetrated, k is the extinction coefficient of material.
The second electrode is magnesium silver mixed electrode.
Magnesium silver mass ratio is 5:95~95:5 in the second electrode；The magnesium silver electrode is with a thickness of 5nm~20nm.
The organic luminescence function layer includes hole injection layer, hole transmission layer, electronic barrier layer, luminescent layer, hole resistance
Barrier, electron transfer layer, at least two kinds of combinations in electron injecting layer.
At least contain compound A or one of compound B or compound C in hole injection layer；Electron transfer layer or electricity
Contain compound D in sub- implanted layer；Adjacent second electrode and material between electrodes is Yb.
A kind of illumination or display device, including the Organnic electroluminescent device；And there are LiF layers of work on coating
For protective layer.
The organic luminescence function layer and covering layer material pass through vapor deposition, spin coating, inkjet printing or screen printing mode shape
At.
The present invention is beneficial to be had the technical effect that
It 1, include heteroaryl amine in the present invention relative to using Alq3 as the conventional organic electroluminescent devices of coating
The light extraction efficiency of the Organnic electroluminescent device of structure is higher, more excellent depending on drift angle, and the dependence of angle of outgoing light wavelength is suppressed
It is more preferable；
It 2, include heteroaryl amine in the present invention relative to using Alq3 as the conventional organic electroluminescent devices of coating
The Organnic electroluminescent device of structure carries out TFE encapsulation under the conditions of CVD, and device is good, will not generate blackspot phenomenon；
It 3, include heteroaryl amine in the present invention relative to using Alq3 as the conventional organic electroluminescent devices of coating
The Organnic electroluminescent device yields of structure is high, because of the intermolecular phase of coating heteroaryl amine structural compounds in the present invention
Interreaction force is lower, so that the vapor deposition temperature of material under vacuum conditions is generally less than 340 DEG C, both ensure that material in volume production
When long-time evaporation material do not decompose, and reduce due to vapor deposition temperature heat radiation to vapor deposition MASK (mask plate) deformation shadow
It rings；Organnic electroluminescent device of the present invention has good application effect and industrialization prospect.
4, the organic electroluminescence hair prepared by the present invention containing the coating of the present invention prepared by the heteroaryl amine structure
Electro-optical device can be used for OLED illumination and display field, specifically can be used for commercial field, for example, POS machine and ATM machine, duplicator,
The display of the products such as automatic vending machine, game machine, phonebooth, gas station, punched-card machine, access control system, electronic scale and equipment
Screen；The communications field, such as 3G mobile, all kinds of visual-speaking systems (videophone), mobile network's terminal, ebook (electronic chart
Book) etc. products display screen；Computer field, such as household and business computer (PC/ work station etc.), PDA and notebook electricity
The display screen of brain；Consumer electronics product, such as adornment (soft screen) and lamps and lanterns, all kinds of stereo sets, MP3, calculator, number
It is code camera, head-mounted display, DV, portable DVD player, portable television, electronic watch, handheld device, various
The display screen of the products such as household electrical appliance (OLED TV)；Field of traffic, such as GPS, vehicle audio, car phone, aircraft instrument
With the various Warning Mark display screens such as equipment.Such as micro-display, this technology is used for fighter-pilot earliest, and present wears
The formula computer of wearing also uses it, there is it, and mobile device is just no longer limited big, power consumption by display volume more.Preferably, of the invention
The Organnic electroluminescent device containing the coating of the present invention prepared by the compounds of this invention of preparation can be used for illuminating and showing
Field, is preferred for the fields such as smart phone, tablet computer, intelligent wearable device field, the large scales application field such as TV,
VR, micro- aobvious field and automobile middle control screen or automobile tail light.Embodiment of the present invention is not particularly limited this.
Detailed description of the invention
Fig. 1 is the schematic diagram of the section structure of Organnic electroluminescent device of the present invention；
Wherein, 100 be substrate layer, and 200 be first electrode layer, and 300 be organic luminescence function layer, and 400 be the second electrode lay,
500 be coating.
Fig. 2 is the schematic diagram of the section structure of organic luminescence function layer in Organnic electroluminescent device of the present invention；
Wherein, 310 (HIL) are hole injection layer, and 320 (HTL) are hole transmission layer, and 330 (EBL) are electronic barrier layer,
340 (EML) are luminescent layer, and 350 (HBL) are hole blocking layer, and 360 (ETL) are electron transfer layer, and 370 (EIL) are electron injection
Layer.
Fig. 3 is a kind of construction of luminescent layer 340: being formed by the recombination luminescence layer material being longitudinally superimposed；
There must be one in EM1, EM2 wherein for blue light emitting layer material, another can be green, yellow or red hair
Photosphere material it is any.
Fig. 4 is a kind of construction of luminescent layer 340: being formed by the recombination luminescence layer material being longitudinally superimposed；
There must be one in EM1, EM2, EM3 wherein for blue light emitting layer material, another two can be green, yellow or red
Color emitting layer material any two.
Fig. 5 is a kind of construction of luminescent layer 340: being formed by the recombination luminescence layer material being laterally arranged together；
Wherein EM1, EM2, EM3 are respectively blue light emitting layer material, green light emitting layer material, red organic hair
Photosphere material, and regardless of tandem.
Fig. 6 is two stacked device architecture of one kind of luminescent layer 340: carrying out charge transmission by articulamentum；
Fig. 7 is three stacked device architecture of one kind of luminescent layer 340: carrying out charge transmission by articulamentum；
Fig. 8 is that the film of Alq3 evaporation film accelerates crystallization experiment photo；
Fig. 9 is that the film of 1 evaporation film of material accelerates crystallization experiment photo；
Figure 10 is Alq3 and LiF evaporation film blackening photo after CVD processing procedure；
Figure 11 is the compounds of this invention 1 and LiF the evaporation film photo after CVD processing procedure.
Specific embodiment
By 56 kinds of compounds and Alq3Compound is surveyed with ellipsometer (U.S.'s J.A.Woollam Co. model: ALPHA-SE)
Amount (test is atmospheric environment) refractive index n and extinction coefficient k；Highest occupied molecular orbital HOMO energy level is by photoelectron spectroscopy
(IPS-3) it tests, tests as atmospheric environment, Eg actual measurement is tested by ultraviolet spectra, LUMO=HOMO+Eg；Vitrifying temperature
It spends Tg to be measured by differential scanning calorimetry (DSC, German Nai Chi company DSC204F1 differential scanning calorimeter), heating rate 10
℃/min；Data are as shown in table 1 below:
Table 1
From the data in table 1, it can be seen that comparing the materials such as the Alq3 applied at present, include in Organnic electroluminescent device of the present invention
Organic compound Tg with higher based on heteroaryl amine structure, Tg is lower, and material is more unstable in the devices, easier
Crystallization reduces so as to cause light extraction efficiency reduction depending on drift angle, and as shown in Figure 8, Figure 9, Fig. 8 is that the film of Alq3 evaporation film accelerates knot
Crystalline substance experiment crystallization photo, Fig. 9 are that the film of 1 evaporation film of material accelerates crystallization experiment photo, are not crystallized；Organic Electricity of the present invention simultaneously
The organic compound based on heteroaryl amine structure for including in electroluminescent devices, which has, is shallower than the lumo energy of -3ev, in OLED
It in panel application processing procedure, needs that LiF is deposited after CPL film thickness, TFE encapsulation is then carried out under the conditions of CVD, lumo energy is got over
Deep, under CVD energy, CPL material is easier and LiF reacts, and novel substance is formed, to make entire covering layer material color
Blackening influences the light extraction efficiency of device, and as shown in Figure 10, Figure 11, Figure 10 is that Alq3 and LiF evaporation film becomes after CVD processing procedure
Black photo, Figure 11 are that the compounds of this invention 1 and LiF evaporation film photo, material after CVD processing procedure are unchanged.
The present invention also provides the structures and preparation method of a kind of Organnic electroluminescent device containing coating, tie below
Closing drawings and examples, the present invention is described in further detail.However, they can implement in different forms, and do not answer
It is construed as limited to the embodiment described herein.On the contrary, providing these embodiments, keep the disclosure more complete, thorough.
As shown in Figure 1, substrate layer 100, can be selected any substrate used in typical organic light emitting apparatus.It can be glass
Glass or transparent plastic substrate are also possible to the substrate of opaque material such as silicon or stainless steel, can also be flexible PI film.Different bases
Plate has different mechanical strengths, thermal stability, the transparency, surface flatness, waterproofness, different according to the property of substrate, makes
With direction difference.
First electrode layer 200 is formed on substrate layer 100, first electrode layer 200 can be cathode, be also possible to anode.
Herein, first electrode layer 200 can for reflecting electrode such as silver-colored (Ag), magnesium (Mg), aluminium (Al), golden (Au), nickel (Ni), chromium (Cr),
The reflectance coating that ytterbium (Yb) or its alloy are formed；And the transparent or semitransparent electricity formed with high work content and on the reflectance coating
Pole layer.
Transparent or semitransparent electrode layer can be by tin indium oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), oxidation
Aluminium zinc (AZO), indium gallium (IGO), indium oxide (In2O3) or tin oxide (SnO2) formed.
Above-mentioned first electrode layer 200 can pass through sputtering method, ion plating, vacuum vapour deposition, spin-coating method, electron beam evaporation plating
The methods of method or chemical vapor deposition (CVD) formation are formed, and are preferably formed by sputtering method.
The thickness of first electrode layer 200 depends on the material used, and general range is in 1 μm of 5nm or more hereinafter, preferably
1 μm of 10nm or more hereinafter, more preferably 10nm or more 500nm hereinafter, particularly preferably 10nm or more 300nm is hereinafter, most preferably
For in the range of 10nm or more 200nm or less.
As shown in Fig. 2, organic luminescence function layer 300 may include luminescent layer 340 (EML), and can be in EML and first
Hole transporting zone is formed between electrode layer 200, and electron-transport area can be formed between EML and the second electrode lay 400
Domain.Hole transporting zone may include hole injection layer 310 (HIL), hole transmission layer 320 (HTL) and electronic barrier layer 330
At least one of (EBL).Electron transporting zone may include hole blocking layer 350 (HBL), electron transfer layer 360 (ETL) and
At least one of electron injecting layer 370 (EIL).Therefore, organic luminescence function layer 300 includes hole injection layer, hole transport
Layer, electronic barrier layer, hole blocking layer, electron transfer layer, at least two kinds of combinations in electron injecting layer.
Organic luminescence function layer 300 with a thickness of 50nm-1000nm.
As in hole injection layer material, hole transmission layer, electronic blocking layer material (HIL310, HTL320, EBL330)
Material, can be selected from the known associated materials for OLED device arbitrary material carry out using.
The example of above-mentioned material can be derivative for phthalocyanine derivates, triazole derivative, triarylmethane derivatives, triarylamine
Object, oxazole derivatives, oxadiazole derivatives, hydazone derivative, stilbene derivatives, pyridine quinoline derivant, polysilane derivative, imidazoles spread out
Biology, phenylenediamine derivative, amino replace the benzene such as Kui Er ketone derivatives, styrylanthracene derivatives, styryl amine derivative
Vinyl compound, fluorene derivative, spirofluorene derivative, silazane derivatives, aniline analog copolymer, porphyrin compound, carbazole are derivative
Object, polyaryl alkane derivatives, polyphenylene ethylene and its derivative, polythiophene and its derivative, poly-N-vinyl carbazole are derivative
The electroconductive polymers such as object, thiophene oligomers oligomer, aromatic uncle amine compound, styrylamine compound, three amines, tetramine
Class, diphenyl amine, propine diamine derivative, p-phenylene diamine derivative, m-phenylenediamine derivatives, 1,1 '-bis- (4- ammonia diaryl bases
Phenyl) hexamethylene, 4,4 '-two (diarylamines) biphenyl classes, bis- [4- (ammonia diaryl base) phenyl] methane classes, 4,4 "-two (two
Arylamino) Terphenyls, 4,4 ' "-two (ammonia diaryl base) quaterphenyl classes, 4,4 '-two (ammonia diaryl base) diphenylethers,
4,4 '-two (ammonia diaryl base) diphenyl sulfane classes, bis- [4- (ammonia diaryl base) phenyl] dimethyl methyl alkanes, bis- [4- (two virtues
Base amino) phenyl]-two (trifluoromethyl) methane classes or 2,2- diphenylethylene compound etc..
At least one of HIL310 and HTL320 can also include for improving conductive charge generating material.It is described
Charge generating material can be p-doping agent.The non-limiting compound of P- dopant is such as: quinone derivative, such as four cyano quinone diformazan
Alkane (TCNQ) and the fluoro- four cyano -1,4- benzoquinones bismethane (F4-TCNQ) of 2,3,5,6- tetra-；Or six azepine Sanya benzene derivatives, such as
Six cyano -1,4,5,8,9,12- of 2,3,6,7,10,11-, six azepine triphenylene (HAT-CN)；Or cyclopropane derivative, such as 4,4',
4 "-((E of 1E, 1'E, 1 ")-cyclopropane -1,2,3- trimethylene three (cyano formyl subunit)) three (2,3,5,6- ptfe benzyls)；
Or metal oxide, such as tungsten oxide and molybdenum oxide, but not limited to this.
Triplet state (T1) energy level of material is required to be higher than the T1 energy level of material of main part in luminescent layer 340 in EBL330, it can
Play the role of stopping emitting layer material energy loss；HOMO energy level of the HOMO energy level of EBL330 material between HTL320 material
Between the HOMO energy level of 340 material of main part of luminescent layer, it is injected into luminescent layer conducive to hole from positive electrode, requires simultaneously
EBL330 material has high hole mobility, is conducive to hole transport, reduces device application power；The LUMO energy of EBL330 material
Grade is higher than the lumo energy of 340 material of main part of luminescent layer, plays the role of electronic blocking, that is, EBL330 material is required to have
Wide forbidden bandwidth (Eg).The EBL330 material for meeting conditions above can spread out for triarylamine derivatives, fluorene derivative, spiro fluorene
Biology, dibenzofuran derivative, carbazole derivates etc..Wherein preferred triarylamine derivatives, e.g., N4, N4- bis- ([1,1'-
Biphenyl] -4- base)-N4'- phenyl N4'- [1,1':4', 1 "-terphenyl] -4- base-[1,1'- biphenyl] -4,4'- diamines；Spiro fluorene is spread out
Biology, such as two fluorenes -2- amine of N- ([1,1'- diphenyl] -4- base)-N- (9,9- dimethyl -9H- furans -2- base) -9,9'- spiral shell；Two
Benzofuran derivatives, such as N, N- bis- ([1,1'- biphenyl] -4- base) -3'- (dibenzo [b, d] furans -4- base)-[1,1'- connection
Phenyl] -4- amine, but not limited to this.
A kind of identical dopant material can be used in high efficiency OLED device in order to obtain, luminescent layer 340, or using a variety of
Dopant material, dopant material can be simple fluorescent material, delayed fluorescence (TADF) material or phosphor material, or by different glimmering
Luminescent material, TADF material, phosphorescence matched combined form, and luminescent layer 340 can be single emitting layer material, or laterally or
The recombination luminescence layer material being longitudinally superimposed.The luminescent layer 340 for constituting above-mentioned OLED illuminant enumerates following a variety of structures
It makes:
(1) single light emitting layer material；
(2) any combination of blue light emitting layer material and green, yellow or emitting red light layer material, and regardless of
Tandem, as shown in Figure 3；
(3) any two combinations of blue light emitting layer material and green, yellow or emitting red light layer material, and regardless of
Tandem, as shown in Figure 4；
(4) blue light emitting layer material, green light emitting layer material, red light emitting layer material are laterally arranged,
As shown in Figure 5；
(5) any combination of blue light emitting layer material and green, yellow or emitting red light layer material, and pass through
Articulamentum carries out charge transmission, forms two stacked device architectures, as shown in Figure 6；
(6) any two combinations of blue light emitting layer material and green, yellow or emitting red light layer material, and pass through company
It connects layer and carries out charge transmission, form three stacked device architectures, as shown in Figure 7.
Preferably, the organic luminescence function layer includes luminescent layer, and the luminescent layer includes blue emitting pixel, green hair
Light pixel, red emitting pixel, a kind or at least two kinds of of combination in Yellow luminous pixel.
In order to adjust effective combination of the carrier electric charge in luminescent layer, the luminescent layer 340 of above-mentioned composition OLED illuminant
Film thickness can arbitrarily adjust as needed, or as needed will be unable to color luminescent layer alternating stack combinations, can also be in neighbour
The electric charge barrier layer etc. of different function purposes is added in the organic layer of sending and receiving photosphere.
Material of main part as the luminescent layer substance for constituting above-mentioned OLED illuminant not only needs to have ambipolar charge
Transmission characteristic, while appropriate energy rank is needed to have, it can will can be effectively transmitted to because of the excitation of the compound generation of electrons and holes
Guest emitting material, i.e. dopant material.Such material is for example, Distyrylarylene derivatives, equal hexichol second
Ene derivative, carbazole derivates, triarylamine derivatives, anthracene derivant, pyrene derivatives, pyrrolotriazine derivatives, xanthone are derivative
Object, Sanya benzene derivative, azepine benzene derivative, coronene derivative or bis- (2- methyl -8- quinoline) (p- phenylphenol)
Aluminium (BAlq) etc..
As the object material that can generate blue-fluorescence, blue phosphorescent, green fluorescence, green phosphorescent and blue-green fluorescent
Material, not only needs to have high fluorescent quantum luminous efficiency, while also needing to have appropriate energy rank, can effectively absorb main body
Material excitation can shine, and such material is not particularly limited.Talan amine derivant, pyrene derivatives, anthracene can be enumerated
Derivative, pyrrolotriazine derivatives, xanthone derivative, benzoxazoles derivative, benzothiazole derivant, benzimidazole derivatess
Object, derivative, phenanthroline derivative, diphenylethyllene benzene derivative or tetraphenylbutadiene derivative in the wrong etc..Wherein may be used
With use 4,4 '-bis- [2- (9- ethyl carbazole -2- base)-vinyl] biphenyl (BCzVBi), etc., can also enumerate quaterphenyl
Based compound, double phenyl based compounds, benzene imidazole compound, benzoxazoles based compound, benzoxadiazole based compound, benzene
Vinyl benzene compound, distyrene pyrazine based compound, butadiene-based compound, naphthalimide compounds, perillene
Based compound, aldazine based compound, cyclopentadiene based compound, pyrrolopyrrole formyl based compound, styryl amine system
Compound, coumarin series compounds, aromatic series dimethylbenzene theophylline based compound, using 8- quinoline phenol system substance as the metal of ligand
The independent a combination of one or more such as complex or polyphenyl based compound.In these compound-materials, this hair
The bright specific implementation material enumerated has aromatic series dimethylbenzene theophylline based compound, such as: 4,4 '-bis- (2,2- bis- -1- butyl benzenes
Base vinyl) double phenyl (referred to as: DTBPBBi) or 4,4 '-bis- (2,2- diphenylacetylene) double phenyl (referred to as: DPVBi)
Deng the derivative with them.
Relative to fluorescent host material, the amount (incorporation) of fluorescent guest material is preferably 0.01 weight % or more 20
Weight % is hereinafter, more preferable 0.1 weight % or more, 10 weight % or less.As fluorescent guest material, blue-fluorescence object is used
When material, relative to fluorescent host material, amount is preferably 0.1 weight % or more, 20 weight % or less.As long as in this model
In enclosing, it can make to generate effective energy distribution between the blue-light emitting body of high-energy and the red emitter of low energy flat
With can obtain desired having a blue and emitting red light balances each other the electroluminescent of intensity.
Luminescent layer 340 included by above-mentioned OLED device, not only can be used above-mentioned fluorescence luminescent material, can also use phosphorus
Luminescent material.Fluorescent material is compared, phosphor material can utilize singlet and triplet excitons simultaneously in luminescence process, theoretically
Internal quantum can achieve 100%, so as to greatly improve the luminous efficiency of light emitting device.
As blue phosphorescent dopant material, as long as the substance with blue phosphorescent light-emitting function, does not limit especially
It is fixed.For example, the metal complex of iridium, titanium, platinum, rhenium, palladium etc..Wherein, in the ligand of preferably above-mentioned metal complex
At least one complex with phenylpyridine skeleton, two pyridine skeletons, porphyrin skeleton etc..More specifically, it can enumerate double
[4,6- difluorophenyl pyridinato-N, C2 ']-picoline iridium, three [2- (2,4- difluorophenyl) pyridine-N, C2 '] iridium, two [2- (3,
5- trifluoromethyl) pyridine-N, C2 ']-picoline iridium or bis- [4,6- difluorophenyl pyridinato-N, C2 '] acetylacetone,2,4-pentanedione iridium.
As green phosphorescent dopant material, as long as the substance with green phosphorescent light-emitting function, does not limit especially
It is fixed.For example, the metal complex of iridium, nail, platinum, rhenium, palladium etc., can also enumerate the ligand of above-mentioned metal complex
In at least one complex with phenylpyridine skeleton, two pyridine skeletons, porphyrin skeleton etc. as green phosphorescent dopant, more
Specifically, face formula (face)-three (2- phenylpyridine) iridium (Ir (ppy) can be enumerated3), bis- [2- phenylpyridine-N, C2 ']-
Acetylacetone,2,4-pentanedione iridium or face formula-three [the fluoro- 2- of 5- (5- trifluoromethyl -2- pyridine) phenyl-C, N] iridium etc..
As red phosphorescent dopant material, octaethylporphyrin platinum (II) (PtOEP), three (2- phenyl isoquinolins can be included
Quinoline) iridium (Ir (piq)3), bis- (2- (2 '-benzothienyl)-pyridine-N, C3 ') iridium (acetylacetonate) (Btp2Ir(acac))
Deng.
Based on phosphorescent light body material, the amount (doping) of phosphorescence dopant material is preferably 0.01 weight % or more
30 weight % are hereinafter, more preferably 0.1 weight % or more, 20 weight % or less.When using green phosphorescent dopant material, relative to
Phosphorescent light body material meter, preferably 0.1 weight % or more, 20 weight % or less.
In addition, as phosphorescent light body material, as long as its triplet energies is greater than the triplet energies of phosphorescent dopants
Material is not particularly limited.For example, carbazole derivates, phenanthroline derivative, pyrrolotriazine derivatives, Triazole
Biology, hydroxyquinoline metal complex.Specifically, 4,4 ', 4 "-three (9- carbazyl) triphenylamines, 4 can be enumerated, 4 '-is bis-
(9- carbazyl) -2,2 '-dimethyl diphenyls, 2,9- dimethyl -4,7- diphenyl -1,10- phenanthrolene (BCP), 3- phenyl -
4- (1 '-naphthalene) -5- phenyl carbazole, three (8-hydroxyquinoline) aluminium (Alq3) or double-(2- methyl -8-hydroxyquinoline -4- (benzene
Base phenol) aluminium etc..
In addition to fluorescence used in above-mentioned luminescent layer or phosphorescence Subjective and Objective material, emitting layer material can also use non-host and guest
Body doping system material, such as exciplex energy transmission and interface shine；Emitting layer material can also be warm using having
The Subjective and Objective material and TADF functional material and above-mentioned fluorescence, phosphor material of activation delayed fluorescence (TADF) function are mutual
The form of combination collocation.
The hole blocking layer 350 of above-mentioned OLED device, the material of electron transfer layer 360 are formed, can have electronics biography
In the material for OLED of defeated characteristic select any materials carry out using.Such material can be enumerated such as 1,3- bis- [5 '-
(to tert-butyl-phenyl) -1,3,4- oxadiazoles -2 '-yl] benzene, 2- (4- xenyl) -5- (4- tert-butyl-phenyl) -1,3,4- evil two
The triazole derivatives such as the oxadiazole derivatives such as azoles, 3- (4 ' tert-butyl-phenyl) -4- phenyl -5- (4 "-biphenyl) -1,2,4- triazole,
Pyrrolotriazine derivatives, quinoline, quinoxaline derivative, diphenylquinone derivatives, nitro replace Cong ketone derivatives, thiapyran titanium dioxide
Heterocyclic tetraacids acid anhydride, carbodiimides, the Cong such as object derivative, anthraquinone diformazan alkane derivatives, thiopyrandioxide derivatives, naphthalene
Derivative, anthraquinone diformazan alkane derivatives, anthracyclinone derivatives, distyrylpyrazine derivatives, Silole derivative, two
Azepine phenanthrene derivative or imidazopyridine derivatives etc..
Furthermore it is also possible to enumerate bis- (10- benzo [h] oxyquinoline) berylliums, the beryllium salt of 5- hydroxyl brass, 5- hydroxyl brass
The metal complex of the organometallic complexs such as aluminium salt or 8-hydroxyquinoline or derivatives thereof, such as three (8-hydroxyquinoline) aluminium
(Alq), three (5,7-dichloro-8-hydroxyquinoline) aluminium, bis- (2- methyl -8-hydroxyquinoline) (p- phenylphenol) aluminium (BAlq), three
(5,7- dibromc-8-hydroxyquinoline) aluminium.The plant hormones such as three (2- methyl -8-hydroxyquinoline) aluminium (are in general 8- hydroxyl quinoline
Quinoline) etc. hydroxyquinoline metals complex etc. the metal chelating compounds containing chelating agent.Furthermore it is also possible to enumerate these
The example that the central metal of metal complex is replaced by metal complex of beryllium, indium, magnesium, copper, calcium, tin, zinc or aluminium etc..It is preferred that
The substance of alkyl, sulfo group etc. is replaced into using nonmetallic, metal phthalocyanine or their end.Wherein, it more preferably uses
2,9- dimethyl -4,7- diphenyl -1,10- phenanthrolene (BCP), 3- phenyl -4- (1 '-naphthalene) -5- phenyl -1,2,4- triazole
(TAZ)。
Triplet state (T1) energy level of material is required to be higher than the T1 energy level of material of main part in luminescent layer 340 in HBL350, it can
Play the role of stopping emitting layer material energy loss；The HUMO energy level of EBL350 material is lower than 340 material of main part of luminescent layer
HUMO energy level plays the role of hole barrier, while HBL350 material being required to have high electron mobility, is conducive to electronics and passes
It is defeated, reduce device application power；The HBL350 material for meeting conditions above can be pyrrolotriazine derivatives, azepine benzene derivative etc..
Wherein preferred pyrrolotriazine derivatives；But not limited to this.
EIL370 can be by one of following substance or a variety of formation: alkali metal；Alkaline-earth metal；Alkali metal and alkaline earth gold
The halide of category；The carbonate of the oxides of alkali and alkaline earth metal ions, alkali and alkaline earth metal ions；Alkali and alkaline earth metal ions
Oxalates or alkali and alkaline earth metal ions fluoaluminate.It can include such as Li, Ca, Sr, LiF, CsF, BaO, Li2CO3、
CaCO3、Li2C2O4、Cs2C2O4、CsAlF4.In some embodiments, EIL370 may include at least one metal, as Yb,
One of Sc, V, Y, In, Ce, Sm, Eu or Tb or a variety of.
The second electrode lay 400 is formed on organic luminescence function layer 300, the second electrode lay can be cathode, be also possible to
Anode, and can be transparent electrode or semitransparent electrode.The second electrode lay 400 can be by lithium, calcium, lithium fluoride/calcium, fluorination
The film with low work content is made in lithium/aluminium, aluminium, silver, magnesium or its alloy.Further, the second electrode lay 400 can be by including silver
It is made with the alloy of at least one metal, at least one metal includes aluminium, platinum, ytterbium, chromium or magnesium.Also, Ag is in the conjunction
Weight ratio in gold can weight identical with other metal ratios or more than or less than other metals.Such as: second electrode
Layer 400 can be formed by Ag-Mg alloy, and wherein the mass ratio of Ag and Mg can be 90:10 to 10:90.Alternatively, the second electrode lay
400 can be by including such as at least one of silver, gold, platinum, copper, nickel or tungsten metal and at least one of such as ytterbium, indium, magnesium or chromium
The alloy of metal is formed.These metal films can form transparent or semitransparent electrode by the thickness of adjusting film.Therefore, by organic
The light that light emitting functional layer 300 generates can be launched by the second electrode lay 400.Also, 400 thickness of the second electrode lay can be 5-
20nm。
Coating 500 is formed on the second electrode lay 400, the material that coating 500 uses is heretofore described base
1 kind or at least two kinds of of the combination in heteroaryl amine structure.
The coating with a thickness of 10-1000nm, preferably 50-140nm.
With reference to Fig. 1, Organnic electroluminescent device of the invention includes substrate layer 100, first electrode layer 200, organic light emission
Functional layer 300, the second electrode lay 400 and coating 500.
Can be used on the substrate layer known method formed barrier layer (can be made of inorganic material or/and organic material,
For preventing foreign matter infiltration substrate and device) and wiring layer (may include driving TFT, capacitor, conducting wire and low temperature polycrystalline silicon
LTPS)。
In a specific embodiment, first electrode layer 200 can be reflecting electrode and the second electrode lay 400 is
Bright or semitransparent electrode.Therefore, the light generated by organic luminescence function layer 300 can be projected directly by the second electrode lay 400, or
It is projected after the second electrode lay 400 being reflected towards by first electrode layer 200.First electrode layer 200 can be for example, by vapour deposition method
Or prepared by sputtering method.The second electrode lay 400 can be prepared for example, by vacuum vapour deposition.
Organic luminescence function layer 300 may include luminescent layer 340 (EML), and can be in EML and first electrode layer 200
Between form hole transporting zone, and electron transporting zone can be formed between EML and the second electrode lay 400.Hole passes
Defeated region may include in hole injection layer 310 (HIL), hole transmission layer 320 (HTL) and electronic barrier layer 330 (EBL) extremely
Few one kind.Electron transporting zone may include hole blocking layer 350 (HBL), electron transfer layer 360 (ETL) and electron injecting layer
At least one of 370 (EIL).
Organic luminescence function layer 300 can be made of the organic material or high molecular material of small molecule, and organic light emission
Functional layer 300 can be prepared by a variety of methods, a variety of methods enumerate as vacuum vapour deposition, solution spin coating, silk-screen printing,
Ink-jet printing.
Coating 500 can be made of the organic compound based on heteroaryl amine structure, and can be used more
Kind method prepares coating 500, and a variety of methods are enumerated such as vacuum vapour deposition, solution spin coating, silk-screen printing, inkjet printing
Method.
Furthermore, it is possible to prepared by reference to the structure of Fig. 1, Fig. 2 Organnic electroluminescent device including Fig. 3, Fig. 4, Fig. 5,
The full-color organic electroluminescent device of the structure of Fig. 6 or Fig. 7.That is, can be matched according to the organic light emitting apparatus of these embodiments
It is set to various structures, such as the Organnic electroluminescent device of single color emitting devices, polychromatic light or white light.
Embodiment of the present invention is not particularly limited this.
The invention effect of prominent the present embodiment is compared with embodiment and comparative example below.
Embodiment
The compounds of this invention for covering layer material used in embodiment is in the compound of following listed earlier
Compound 1,6,14,24,37,42,52,60,81,91,102,114,127,137,147,156,162,174,183,193,
206、219、228、246、255、270、275、289、300、311、316、328、340、351、360、370、387、397、404、
416、426、436、440。
Installation practice 1:
A kind of Organnic electroluminescent device is prepared with following preparation step, comprising:
On low temperature polycrystalline silicon (LTPS) substrate (substrate layer 100), ito film (the first electricity of 10nm is formed in a manner of sputtering
200) pole layer, and is etched into the figure of demand, cleaned each 15 minutes with deionized water, acetone, EtOH Sonicate, then waited respectively
It is handled 2 minutes in gas ions washer；ITO electrode layer is that anode is steamed on ito anode layer by vacuum evaporation mode herein
Hole injection layer material HAT-CN is plated, with a thickness of 10nm, this layer is as hole injection layer 310；On hole injection layer 310, lead to
It crosses vacuum evaporation mode and hole mobile material NPB is deposited, with a thickness of 110nm, which is hole transmission layer 320, also be can be used as micro-
Intonation flood；On hole transmission layer 320, electron-blocking materials TCTA is deposited by vacuum evaporation mode, it, should with a thickness of 10nm
Layer is electronic barrier layer 330；Blue light-emitting layer 340 is deposited on electronic barrier layer 330, CBP is as material of main part, BDAVBi
As dopant material, the mass ratio of BDAVBi and CBP are 5:95, with a thickness of 20nm；On luminescent layer 340, steamed by vacuum
Electron transport material TPBI is deposited in plating mode, and with a thickness of 35nm, this layer of organic material is used as electron transfer layer 360；In electricity
On sub- transmitting layer 3 60, vacuum evaporation electron injecting layer compound D, with a thickness of 1nm, which is electron injecting layer 370；In electricity
On sub- implanted layer 370, Yb/Mg:Ag layers of vacuum evaporation cathode, the mass ratio of Yb thickness 1nm, Mg and Ag are 1:9, thickness
14nm, the layer are the second electrode lay 400, which is cathode layer；On the second electrode lay 400, steamed by vacuum evaporation mode
Present example material compound 1 is plated, with a thickness of 50nm, this layer of organic material is used as coating 500.
Installation practice 2:
Preparation method and Installation practice 1 are identical, but use following apparatus structure:
ITO (10nm)/NPB: compound A (97:3 mass ratio, the NPB of 97 mass %) (10nm)/NPB (150nm)/TCTA
(10nm)/CBP:Ir(PPy)3(90:10 mass ratio, the CBP of 90 mass %) (40nm) //TPBI (35nm)/compound D
(1nm)/Yb (1nm)/Mg:Ag (10:90 mass ratio, the Mg of 10 mass %) (14nm)/the compounds of this invention 1 (50nm).
Installation practice 3:
Preparation method and Installation practice 1 are identical, but use following apparatus structure:
ITO (10nm)/NPB: compound C (95:5 mass ratio, the NPB of 95 mass %) (10nm)/NPB (190nm)/TCTA
(10nm)/CBP:Ir (pq) 2acac (96:4 mass ratio, the CBP of 96 mass %) (40nm)/TPBI (35nm)/compound D
(1nm)/Yb (1nm)/Mg:Ag (10:90 mass ratio, the Mg of 10 mass %) (14nm)/the compounds of this invention 1 (50nm).
Installation practice 4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52,55,58,61,
64,67,70,73,76,79,82,85,88,91,94,97,100,103,106,109,112,115,118,121,124,127:
Preparation method is identical as Installation practice 1, the difference is that: using compound 6,14,24,37,42,52,60,
81、91、102、114、127、137、147、156、162、174、183、193、206、219、228、246、255、270、275、
289, it 300,311,316,328,340,351,360,370,387,397,404,416,426,436,440 is sent out as organic electroluminescence
The covering layer material of electro-optical device.
Installation practice 5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,
65,68,71,74,77,80,83,86,89,92,95,98,101,104,107,110,113,116,119,122,125,128:
Preparation method is identical as Installation practice 2, the difference is that: using compound 6,14,24,37,42,52,60,
81、91、102、114、127、137、147、156、162、174、183、193、206、219、228、246、255、270、275、
289, it 300,311,316,328,340,351,360,370,387,397,404,416,426,436,440 is sent out as organic electroluminescence
The covering layer material of electro-optical device.
Installation practice 6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57,60,63,
66,69,72,75,78,81,84,87,90,93,96,99,102,105,108,111,114,117,120,123,126,129:
Preparation method is identical as Installation practice 3, the difference is that: using compound 6,14,24,37,42,52,60,
81、91、102、114、127、137、147、156、162、174、183、193、206、219、228、246、255、270、275、
289, it 300,311,316,328,340,351,360,370,387,397,404,416,426,436,440 is sent out as organic electroluminescence
The covering layer material of electro-optical device.
After the preparation for completing el light emitting device according to above-mentioned steps, the current efficiency of measuring device and discernable color difference,
Its result is as shown in table 2.The molecular structural formula of associated materials is as follows:
Device comparative example 1:
Preparation method and Installation practice 1 are identical, but use following apparatus structure:
ITO (10nm)/HAT-CN (10nm)/NPB (110nm)/TCTA (10nm)/CBP:BDAVBi (95:5 mass ratio, 95
The CBP of quality %) (40nm) //TPBI (35nm)/compound D (1nm)/Yb (1nm)/Mg:Ag (10:90 mass ratio, 10 matter
Measure the Mg of %) (14nm)/Alq3(50nm)。
Device comparative example 2:
Preparation method and Installation practice 1 are identical, but use following apparatus structure:
ITO (10nm)/NPB: compound A (97:3 mass ratio, the NPB of 97 mass %)/NPB (150nm)/TCTA
(10nm)/CBP:Ir(PPy)3(90:10 mass ratio, the CBP of 90 mass %) (20nm) //TPBI (35nm) compound D (1nm)/
Yb (1nm)/Mg:Ag (10:90 mass ratio, the Mg of 10 mass %) (14nm)/Alq3(50nm)。
Device comparative example 3:
Preparation method and Installation practice 1 are identical, and apparatus structure is different:
ITO (10nm)/NPB: compound C (95:5 mass ratio, the NPB of 95 mass %) (10nm)/NPB (190nm)/TCTA
(10nm)/CBP:Ir(pq)2Acac (96:4 mass ratio, the CBP of 96 mass %) (40nm)/TPBI (35nm)/compound D
(1nm)/Yb (1nm)/Mg:Ag (10:90 mass ratio, the Mg of 10 mass %) (14nm)/Alq3(50nm)。
The measurement of current efficiency, CIE, discernable color difference
Using IVL (current-voltage-brightness) test macro (Japanese シ ス テ ムJi Yan Co., Ltd.), software is selected
EILV20060707 carries out current efficiency, CIEx, CIEy to the OLED device in above-described embodiment and comparing embodiment and can examine
Feel the measurement of color difference, as a result as shown in table 2 below:
Table 2
JNCD, perceptible color difference, discernable color difference is smaller, and amount of chroma change is smaller, it is meant that organic electroluminescent dress
The dependence of angle for the outgoing light wavelength set is repressed better.
By the result of table 2 it can be seen that compared with comparative example, prepared with coating prepared by the compounds of this invention organic
Current efficiency of the el light emitting device in blue and green light, feux rouges field significantly improves, so that having correspondingly improved light takes out effect
Rate.
Compared with comparative example, with the compounds of this invention prepare coating preparation Organnic electroluminescent device blue light,
Green light, the perceptible color difference in feux rouges field are smaller, thus dependence of angle is smaller.
Claims (9)
1. a kind of Organnic electroluminescent device, the Organnic electroluminescent device include:
Substrate layer；
First electrode, the first electrode is on the substrate；
Organic luminescence function layer, the organic luminescence function layer is on the first electrode；
Second electrode, the second electrode is on the organic luminescence function layer；And
Coating, the coating is on the second electrode；
Wherein, the coating includes the organic compound based on heteroaryl amine structure, which is characterized in that the organic compound
Shown in the structure of object such as general formula (1):
L1、L2、L3Independently be expressed as singly-bound, substituted or unsubstituted 6~60 yuan arylene, containing one or more miscellaneous
Substituted or unsubstituted 5~60 yuan of inferior heteroaryls of atom；L1,L2With L3It can be identical or different；
In general formula (1), R1It is expressed as structure shown in general formula (2) or general formula (3)；R2、R3It is separately expressed as general formula (2), leads to
Structure shown in formula (3), general formula (4) or general formula (5)；
General formula (2), general formula (3), in general formula (4), X1、X2、X3Separately it is expressed as-O- ,-S- ,-C (R10)(R11)-、-N
(R12)-；
General formula (2), general formula (3), general formula (4), in general formula (5), R4~R9It is former to be separately expressed as hydrogen atom, protium atom, deuterium
Son, tritium atom, halogen, cyano, C1-10Alkyl, C1-10Alkoxy, substituted or unsubstituted 6~60 yuan of aryl, contain one
Or multiple heteroatomic substituted or unsubstituted 5~60 unit's heteroaryls；R4、R7、R8、R9Also separately it is expressed as general formula (6)
Shown structure；
General formula (6) passes through CM1-CM2Key, CM2-CM3Key, CM3-CM4Key is connect with general formula (2)；
General formula (6) passes through CM5-CM6Key, CM6-CM7Key, CM7-CM8Key is connect with general formula (4)；
General formula (6) passes through CM9-CM10Key, CM10-CM11Key, CM11-CM12Key, CM13-CM14Key, CM14-CM15Key, CM15-CM16Key and logical
Formula (5) connection；
The R10~R12Independently be expressed as C1-10Alkyl, C1-10Alkoxy, substituted or unsubstituted 6~60 yuan of virtues
Base contains one of one or more heteroatomic substituted or unsubstituted 5~60 unit's heteroaryls；
6~60 yuan of substituted aryl, the substituent group of 5~60 unit's heteroaryls replaced are optionally former from protium atom, D-atom, tritium
Son, halogen atom, cyano, C1-20Alkyl, C1-10Alkoxy, 6~20 yuan of aryl, containing one or more heteroatomic 5~
One of 20 unit's heteroaryls are a variety of；
Hetero atom in the heteroaryl is selected from nitrogen, oxygen or sulphur.
2. Organnic electroluminescent device according to claim 1, which is characterized in that the L1、L2、L3Table independently
Be shown as singly-bound, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted sub- dibiphenylyl,
Substituted or unsubstituted anthryl, substituted or unsubstituted phenanthryl, substituted or unsubstituted pyrenyl, substituted or unsubstituted sub- pyridine
Base, substituted or unsubstituted furylidene, substituted or unsubstituted sub- pyrimidine radicals, replaces substituted or unsubstituted sub- carbazyl
Or unsubstituted sub- pyrazinyl, substituted or unsubstituted sub- pyridazinyl, substituted or unsubstituted sub- dibenzofuran group, replace or
Unsubstituted fluorenylidene, substituted or unsubstituted sub- quinolyl, replaces or does not take substituted or unsubstituted Asia N- phenyl carbazole base
It is the sub- isoquinolyl in generation, substituted or unsubstituted sub- quinazolyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted
One of cinnoline base, substituted or unsubstituted sub- naphthyridines base；
The R10、R11Independently be expressed as methyl, phenyl, xenyl；R12It is expressed as phenyl, naphthalene, xenyl, pyridine
Base, pyrimidine radicals, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, quinoline
One of quinoline base, cinnoline base, quinazolyl, naphthyridines base；
The R4~R9Independently be expressed as hydrogen atom, protium atom, D-atom, tritium atom, halogen, cyano, methyl, ethyl,
Propyl, isopropyl, tert-butyl, phenyl, naphthalene, xenyl, terphenyl, fluorenyl, pyridyl group, pyrimidine radicals, pyrazinyl, pyridazine
Base, quinolyl, isoquinolyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, quinoxalinyl, quinazolyl, cinnoline base,
One of naphthyridines base, dibenzofuran group, N- phenyl carbazole base；
The substituent group is optionally from protium atom, D-atom, tritium atom, halogen atom, cyano, C1-20Alkyl, C1-10Alcoxyl
Base, contains one of one or more heteroatomic 5~20 unit's heteroaryls or a variety of at 6~20 yuan of aryl；
Hetero atom in the heteroaryl is selected from nitrogen, oxygen or sulphur.
3. Organnic electroluminescent device according to claim 1, which is characterized in that the tool of structure shown in the general formula (1)
Body compound is such as any one of flowering structure:
4. Organnic electroluminescent device according to claim 1, which is characterized in that covering layer material n (450nm) >
2.2, k (450nm) < 0.05, n (620nm) > 1.9；N is the refractive index of material, and k is the extinction coefficient of material.
5. Organnic electroluminescent device according to claim 1, which is characterized in that the second electrode is magnesium silver mixing electricity
Pole.
6. Organnic electroluminescent device according to claim 5, which is characterized in that magnesium silver mass ratio in the second electrode
For 5:95~95:5；The magnesium silver electrode is with a thickness of 5nm~20nm.
7. Organnic electroluminescent device according to claim 1, which is characterized in that the organic luminescence function layer includes sky
Cave implanted layer, hole transmission layer, electronic barrier layer, luminescent layer, hole blocking layer, electron transfer layer, in electron injecting layer extremely
Few 2 kinds of combination.
8. Organnic electroluminescent device according to claim 7, which is characterized in that at least contain chemical combination in hole injection layer
Object A or one of compound B or compound C；Contain compound D in electron transfer layer or electron injecting layer；Adjacent second electricity
Pole and material between electrodes are Yb；
9. a kind of illumination or display device, which is characterized in that including organic electroluminescence such as according to any one of claims 1 to 8
Light emitting device；And there are LiF layers to be used as protective layer on coating.
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| CN115611884A (en) * | 2021-07-13 | 2023-01-17 | 江苏三月科技股份有限公司 | Monoamine organic compound containing naphtho heterocyclic group and benzo heterocyclic group and organic electroluminescent device containing monoamine organic compound |
| CN115611884B (en) * | 2021-07-13 | 2023-12-29 | 江苏三月科技股份有限公司 | Monoamine organic compound containing naphthoheterocyclyl and benzoheterocyclyl and organic electroluminescent device containing same |
| CN115710265A (en) * | 2021-08-19 | 2023-02-24 | 江苏三月科技股份有限公司 | Arylamine organic compound and application thereof |
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