CN106340594A - White-light organic electroluminescent device and preparation method thereof - Google Patents
White-light organic electroluminescent device and preparation method thereof Download PDFInfo
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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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- H10K50/00—Organic light-emitting devices
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- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
- H10K50/125—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers specially adapted for multicolour light emission, e.g. for emitting white light
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Abstract
The invention provides a white-light organic electroluminescent device and a preparation method thereof. The device comprises a solid-state substrate, an anode layer, a cavity transmission layer, a luminescent layer, an electron transmission layer and a cathode layer which are successively arranged from bottom to top, wherein the luminescent layer is a main body doped dye, and the dye is a blue thermal activation delayed fluorescence material hybrid phosphorescence material. According to the invention, the white-light organic electroluminescent device prepared through blue thermal activation delayed fluorescence and phosphorescence hybridization by use of a solution processing method is simple in process, high in performance and low in cost, the turn-on voltage of the device is only 3.2V, the maximum current efficiency can reach 22.2cd/A, the CIE is (0.39, 0.39), and the warm white-light organic electroluminescent device has the advantages of high efficiency and good stability, thereby having wide application prospect in the fields of illumination and tablet display.
Description
Technical field
The invention belongs to organic electroluminescence device technical field is and in particular to a kind of luminous efficiency is high, good stability
White light organic electroluminescent device and preparation method thereof.
Background technology
With the development of information technology, the performance requirement more and more higher to FPD for the people.ORGANIC ELECTROLUMINESCENCE DISPLAYS
It is the third generation Display Technique after CRT Displays and liquid crystal display, there is low cost, visual angle width, driving voltage
The advantages of low, fast response time, luminous color enrich, preparation process is simple, achievable large area flexible show.Organic electroluminescence is sent out
Optical device (oleds), as a kind of new solid state lighting and flat-panel display device, is thought photograph most with prospects by industry
One of bright technology, brings a new revolution to image display technology.
The research of oleds starts from nineteen sixties, and initial luminescent layer adopts fluorescent material, and its internal quantum efficiency is
Big only 25%, limit the development of fluorescence oleds.Phosphor material containing heavy metal atom (platinum, iridium, osmium) can make oled's
Internal quantum efficiency increases to 100%, but rare metal resources are limited, expensive, and lacks the blue emitting phosphor dye of efficient stable
Material, still limits the commercialization progress of oleds.
2012, the adachi seminar of Kyushu University reported one kind on " nature " magazine and is based on thermal activation
The efficient oleds of delayed fluorescence (tadf) material, its external quantum efficiency has exceeded conventional fluorescent device.Such material is in environment temperature
Heavy metal can need not be introduced former so that t1 state exciton is lighted to s1 state by altering jump between the anti-system of thermal excitation energy absorption under degree
Son can achieve the internal quantum efficiency of 100 % it is considered to be the third generation after conventional fluorescent material and phosphor material is organic
Electroluminescent material.Meanwhile, this new mechanism be break through blue light dyestuff bottleneck, obtain efficient stable white light oleds bring
Wish.
White light oleds is considered as display of future generation and lighting source, and wherein blue light material is the emphasis of research, blue light
But the stability of fluorescent material is preferable less efficient, and the efficiency of blue emitting phosphor material (as firpic) is higher but its stability
Difference.The method of the white light oleds preparation commonly used at present has two kinds, and first method is that ruddiness, green glow and the blue light of luminescent layer are mixed
Miscellaneous dose all adopts phosphor material, and this method can achieve the high external quantum efficiency of 20 more than %, but the white light oleds office of full phosphorescence
It is limited to heavy metal resources rare, and blue emitting phosphor stability of material is poor, is unfavorable for commercialized development.Second method is to adopt
The higher blue-light fluorescent material of triplet and ruddiness, green-emitting fluorescent material combine to obtain high stability, in theory this
The internal quantum efficiency planting white light oleds can reach 100 %.However, because triplet state-triplet state annihilation and phosphorescent coloring are to indigo plant
The anti-energy transmission of fluorescence material is so that its external quantum efficiency is still below 20 %.
Conventional oleds device preparation method has two kinds, is solution processing and vacuum evaporation respectively.Internal quantum efficiency at present
The high performance device reaching 100% is nearly all to adopt vacuum deposition method.Although but vacuum deposition method have significantly excellent
Point, has the incomparable facility of additive method in the preparation realizing high efficiency multilayer luminescent device, but vacuum evaporation is past
Toward being related to great number equipment cost, low stock utilization and condition of high vacuum degree, and it is simply possible to use in preparation small size oleds.With spin coating,
Ink jet printing come to replace vacuum evaporation can efficiently against disadvantages mentioned above, and in recent years Solution processing techniques preparation small molecule
Oleds is rapidly developed, and the performance of some devices can compare favourably with vacuum evaporation device.As Nanjing industry in 2015
University Tao Youtian teaches solution processing type tadf material and the device that seminar develops series of new, using host-guest system
Mode, the external quantum efficiency of prepared green device has reached 11.3 %.
Content of the invention
The technical problem solving: it is an object of the invention to provide a kind of white light organic electroluminescent device and its preparation side
Method, by blue thermal activation delayed fluorescence material hybridization phosphor material, with Solution processing techniques, prepares process is simple, height
Performance, the white light organic electroluminescent device of low cost.
Technical scheme: a kind of white light organic electroluminescent device, including the solid substrate setting gradually from the bottom to top, sun
Pole layer, hole transmission layer, luminescent layer, electron transfer layer and cathode layer, wherein, luminescent layer is main body dopant dye, and dyestuff is indigo plant
Color thermal activation delayed fluorescence material hybridization phosphor material.
Further, described main body is 4,49-(hexamethylene -1,1- diyl) double (n- phenyl p-methylphenyl aniline) (tapc)
Or/and n, n'- bis- carbazyl -3,5- benzene (mcp).
Further, described blueness thermal activation delayed fluorescence material is two [4-(9,9- dimethyl -9,10- acridans
Base) phenyl] sulfone (dmac-dps), 10-(4-((4-(9h- carbazole -9- base) phenyl) sulfonyl)-phenyl) -9,9- dimethyl -9,
One of 10- acridan (czacsf) or 4,6- bis- (9h- carbazole -9- base) m-dicyanobenzene (dczipn).
Further, described phosphorescent coloring is orange phosphor dyestuff, green phosphorescent dye or red phosphorescent dye.
Further, described anode layer can adopt inorganic conductive material or organic conductive polymer.
Inorganic conductive material can be one of tin indium oxide (ito), zinc oxide or tin oxide metal oxide, or is
One of gold, silver, copper or zinc metal；Organic conductive polymer can be polythiophene, polyvinylbenzenesulfonic acid sodium or polyaniline
One of.
Further, described cathode layer can be using metal, alloy or metal fluoride and metal composite electrode.
Metal is selected from lithium, magnesium, aluminium, calcium, strontium or indium, alloy be selected from lithium, magnesium, aluminium, calcium, strontium, indium respectively with copper, gold,
The alloy of silver.
Further, the material of described hole transmission layer is poly- (3,4-rthylene dioxythiophene)-polystyrolsulfon acid.
Further, the material of described electron transfer layer is double -4,6-(3,5- bis- -3- pyridinylphenyl) -2- methyl is phonetic
Pyridine, diphenyl phosphine oxide -4-(triphenyl-silyl) phenyl or 1,3,5- tri- (2-n- phenyl benzimidazole groups) benzene (tpbi)
One of.
The preparation method of above-mentioned white light organic electroluminescent device, comprises the following steps:
Step 1, cleans substrate；
Step 2, substrate pre-processes；
Step 3, prepares hole transmission layer, using solution processing method, hole transmission layer solution is spin-coated on anode layer surface；
Step 4, prepares luminescent layer, using solution processing method, luminescent layer solution is spin-coated on hole transport layer surface；
Step 5, prepares electron transfer layer, using vapour deposition method, electron transport layer materials is deposited with luminous layer surface；
Step 6, prepares cathode layer, using vapour deposition method, cathode material is deposited with electric transmission layer surface.
Compared with the emission spectrum of conventional fluorescent material, the singlet of tadf material and triplet are very close in room
Temperature is lower just can be excited, and realize triplet excitons and get over to going here and there between the anti-system of singlet, and making to be converted in triplet excitons can be sharp
Singlet exciton, such that it is able to realize close to 100 % excitonic luminescences, internal quantum efficiency is close to 100 %.In addition, utilizing this
Plant the tadf material that stability and high efficiency have concurrently, hydridization redness or orange or red green phosphorescent material, device can have been made both
Possess the better stability of blue-fluorescence, obtain the greater efficiency of phosphor material again, and there is longer working life.
Beneficial effect: the present invention adopts thermal activation delayed fluorescence and phosphorescence hydridization, and with Solution processing techniques, preparation is gone to work
Skill is simple, high-performance, the white light organic electroluminescent device of low cost, and the bright voltage that opens of this device is only 3.2v, maximum current
Efficiency is (0.39,0.39) up to 22.2cd/a, cie, is the warm white organic electroluminescence of a kind of efficiency high, good stability
Part, suffers from being widely applied prospect in illumination and flat display field.
Brief description
Fig. 1 is the molecular structural formula of main body and dopant in embodiment 1；
Fig. 2 is the structural representation of organic electroluminescence device in embodiment 1, wherein 1 is solid substrate, 2 is anode layer, 3 is
Hole transmission layer, 4 be luminescent layer, 5 be electron transfer layer, 6 be cathode layer；
Fig. 3 is the current -voltage curve of organic electroluminescence device in embodiment 1；
Fig. 4 is the luminosity-voltage curve of organic electroluminescence device in embodiment 1；
Fig. 5 is the Current efficiency-voltage curve of organic electroluminescence device in embodiment 1；
Fig. 6 is the electroluminescent spectrum of organic electroluminescence device in embodiment 1；
Fig. 7 is the photoluminescence spectra of organic electroluminescence device in embodiment 1.
Specific embodiment
Knot and accompanying drawing and specific embodiments elaborate present disclosure below.The invention is not limited in following realities
Apply mode, but be only used as the illustrative embodiment of the present invention.
Embodiment 1
In the present embodiment, solid substrate selects glass substrate, and anode layer selects ito film, and hole transmission layer selects pedot:
Pss, electron transfer layer selects tmpypb, cathode layer lif and al preferably successively.Body-dopant dyestuff selected by luminescent layer.Main
Body is tapc and mcp hybrid agent, and tapc:mcp mass ratio is 3:7.Dyestuff selects blue light tadf dyestuff and orange light phosphorescent coloring,
Blue light tadf dyestuff is two [4-(9,9- dimethyl -9,10- acridan base) phenyl] sulfone (dmac-dps), orange light phosphorescent coloring
For (acetylacetone,2,4-pentanedione) two [2-(thieno [3,2-c] pyridin-4-yl) phenyl], iridium is (iii) (po-01).From main body and doping
Agent structural formula is as shown in Figure 1.
As shown in Fig. 2 the structure of organic electroluminescence device is as follows:
Glass substrate/ito/pedot:pss/tapc:mcp (3:7): 10%dmac-dps:0.5%po-01/tmpypb
(60nm)/lif(0.8nm)/al(100nm)
Carry out the preparation of solution first, preparation method and concentration proportioning are as follows:
(1) pedot:pss original solution is mixed with volume ratio 1:1 with ethanol, is placed on low temperature in 4 DEG C of refrigerators after ultrasonic vibration is uniform
Storage is stand-by.
(2) weigh tapc and mcp according to mass ratio respectively for 3:7, be dissolved as 12 mg/ml with chlorobenzene；Weigh
Dmac-dps is simultaneously dissolved as 6 mg/ml with chlorobenzene；Weigh po-01 and be dissolved as 1 mg/ml with chlorobenzene.By above-mentioned solution in gloves
It is heated in thermal station in case being completely dissolved, thermal station temperature is 40 ~ 50 DEG C.
Preferred structure in conjunction with device and above-mentioned solution, detailed embodiment is described below:
(1) clean ito substrate
Using the ito substrate that factory process is good in this patent, only need to be carried out as steps described below and pre-process.
1. by ito glass substrate put into 60 DEG C washing agent (ito special cleaning with the concentration of about 2 % be dissolved in from
Sub- water) in, it is cleaned by ultrasonic 15 minutes；
2. put into ethanol: be cleaned by ultrasonic 20 minutes in the mixed solution of acetone (1:1)；
3. boil in the deionized water boiled 15 minutes；
4. deionized water is cleaned by ultrasonic twice, 10 minutes every time；
5., more than 1 hour in the 120 DEG C of convection oven of placement that drain the water, dry stand-by.
(2) ito pretreatment
Ito substrate UV ozone is processed 5 minutes, is conducive to reducing the contact angle on ito surface, makes the pedot:pss of spin coating thin
Film is more uniform, improves device efficiency.Be conducive to increasing the work function of ito glass surface simultaneously, increase the injection in hole, extend
The life-span of oled.
(3) prepare hole transmission layer
Prepare hole transmission layer with Solution processing techniques, method is using sol evenning machine spin coating pedot:pss film, and spin speed is
3000rpm, spin-coating time is 60s, and now pedot:pss film thickness is about 40nm.Spin coating wipes out part film after terminating,
So that ito anode and cathode is exposed, then place the substrate in 120 DEG C of baking close annealing 20 minutes.The step for carry out in atmosphere.
(4) prepare luminescent layer
Above-mentioned substrate is transmitted in the glove box of nitrogen atmosphere, is doped the spin coating of film, by controlling different doping
Concentration, spin coating speed and spin coating time rough calculating thickness.Carry out spin coating using the luminescent layer solution described in the present invention,
Spin speed is 2000rpm, and spin-coating time is 30s, and now thickness is about 40nm.Spin coating wipes out part film after terminating, and makes
Ito anode and cathode is exposed, and then places the substrates in and anneals 20 minutes on 80 DEG C of warm table.The step for nitrogen atmosphere hand
Carry out in casing.
(5) prepare electron transfer layer
The above-mentioned substrate handled well is transmitted in vacuum evaporation plating machine, is evacuated to 1 × 10-5～9 × 10-4After pa, carry out organic
The evaporation of small molecule film.Carry out pre- evaporation first, the evaporation rate of tmpypb is controlled in 0.01～0.05nm/s, then beats
Open substrate baffle plate, uniform and stable evaporation tmpypb film, close substrate baffle plate and evaporation power supply after evaporation 60nm.
(6) prepare cathode layer
After organic layer evaporation terminates, keep above-mentioned vacuum cavity pressure constant, proceed cathode layer in vacuum evaporation plating machine
Evaporation, is deposited with lif and al successively.It is deposited with lif in advance first, by adjusting electric current, make uniform and stable the steaming of lif, then open
Substrate baffle plate, carries out the evaporation of lif.Close substrate baffle plate and evaporation power supply after evaporation 0.8nm, carry out the overlap joint of al electrode.Take
Proceed the evaporation of al electrode after the completion of connecing, likewise, the size of control electric current, carry out pre- evaporation first, then open base
Piece baffle plate, it is ensured that the uniform and stable evaporation of al is on substrate, closes substrate baffle plate and evaporation power supply after evaporation 100nm.
Take out from vacuum evaporation plating machine after the completion of device preparation, need not encapsulate and can be tested in atmosphere, but be intended to
Guarantee that test completed in 30 minutes, in order to avoid in the air water oxygen too high levels, make unpackaged device damaged rapidly, thus shadow
Ring test data.
Device carries out the test of current density, brightness, electroluminescent spectrum respectively.Current -voltage curve as shown in figure 3,
Curve shows that carrier transmission performance is excellent；Luminosity-current curve such as Fig. 4, curve table funerary objects part open bright voltage very little,
It is only 3.2 v；Current efficiency-current curve such as Fig. 5, up to 22.2 cd/a, this is compared to current report for maximum current efficiency
For the white light organic electroluminescent device of tadf hydridization phosphorescence, it is very efficient.Electroluminescent spectrum and luminescence generated by light light
Respectively as shown in Figure 6 and Figure 7, the cie coordinate of device is (0.39,0.39) to spectrum, is a kind of warm white organic electroluminescence device.
Claims (9)
1. a kind of white light organic electroluminescent device, including the solid substrate setting gradually from the bottom to top, anode layer, hole transport
Layer, luminescent layer, electron transfer layer and cathode layer it is characterised in that: luminescent layer is main body dopant dye, and dyestuff is blue thermal activation
Delayed fluorescence material hybridization phosphor material.
2. white light organic electroluminescent device according to claim 1 it is characterised in that: described main body be 4,49-(hexamethylene
Alkane -1,1- diyl) double (n- phenyl p-methylphenyl aniline) or/and n, n'- bis- carbazyl -3,5- benzene.
3. white light organic electroluminescent device according to claim 1 it is characterised in that: described blueness thermal activation postpone glimmering
Luminescent material is two [4-(9,9- dimethyl-acridan base) phenyl] sulfone, 10-(4-((4-(9h- carbazole -9- base) benzene
Base) sulfonyl)-phenyl) and in -9,9- dimethyl-acridan or 4,6- bis- (9h- carbazole -9- base) m-dicyanobenzene one
Kind.
4. white light organic electroluminescent device according to claim 1 it is characterised in that: described phosphorescent coloring be orange phosphorus
Photoinitiator dye, green phosphorescent dye or red phosphorescent dye.
5. white light organic electroluminescent device according to claim 1 it is characterised in that: described anode layer can adopt inorganic
Conductive material or organic conductive polymer.
6. white light organic electroluminescent device according to claim 1 it is characterised in that: described cathode layer can using gold
Genus, alloy or metal fluoride and metal composite electrode.
7. white light organic electroluminescent device according to claim 1 it is characterised in that: the material of described hole transmission layer
For poly- (3,4- ethene dioxythiophene)-polystyrolsulfon acid.
8. white light organic electroluminescent device according to claim 1 it is characterised in that: the material of described electron transfer layer
For double -4,6-(3,5- two -3- pyridinylphenyl) -2- methylpyrimidine, diphenyl phosphine oxide -4-(triphenyl-silyl) phenyl
One of or 1,3,5- tri- (2-n- phenyl benzimidazole groups) benzene (tpbi).
9. the white light organic electroluminescent device described in claim 1 preparation method it is characterised in that: comprise the following steps:
Step 1, cleans substrate；
Step 2, substrate pre-processes；
Step 3, prepares hole transmission layer, using solution processing method, hole transmission layer solution is spin-coated on anode layer surface；
Step 4, prepares luminescent layer, using solution processing method, luminescent layer solution is spin-coated on hole transport layer surface；
Step 5, prepares electron transfer layer, using vapour deposition method, electron transport layer materials is deposited with luminous layer surface；
Step 6, prepares cathode layer, using vapour deposition method, cathode material is deposited with electric transmission layer surface.
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| CN110429190A (en) * | 2019-08-12 | 2019-11-08 | 常州大学 | A kind of solution processing type phosphorescence binary recombined white light organic light emitting diode device and preparation method thereof |
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| CN111029472A (en) * | 2018-10-10 | 2020-04-17 | 乐金显示有限公司 | Organic light emitting diode and organic light emitting device including the same |
| CN111848513A (en) * | 2020-07-28 | 2020-10-30 | 武汉大学 | Thermal activation delayed fluorescence material and preparation method and application thereof |
| CN113078278A (en) * | 2021-03-26 | 2021-07-06 | 常州大学 | Application of solution-processable thermal activity delay fluorescent material in blue light device and hybrid white light device |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019227735A1 (en) * | 2018-05-30 | 2019-12-05 | 武汉华星光电半导体显示技术有限公司 | Method for preparing oled light-emitting material |
| CN111029472A (en) * | 2018-10-10 | 2020-04-17 | 乐金显示有限公司 | Organic light emitting diode and organic light emitting device including the same |
| US11417853B2 (en) | 2018-10-10 | 2022-08-16 | Lg Display Co., Ltd. | Organic light-emitting diode and organic light-emitting device having the same |
| CN110429190A (en) * | 2019-08-12 | 2019-11-08 | 常州大学 | A kind of solution processing type phosphorescence binary recombined white light organic light emitting diode device and preparation method thereof |
| CN111848513A (en) * | 2020-07-28 | 2020-10-30 | 武汉大学 | Thermal activation delayed fluorescence material and preparation method and application thereof |
| CN113078278A (en) * | 2021-03-26 | 2021-07-06 | 常州大学 | Application of solution-processable thermal activity delay fluorescent material in blue light device and hybrid white light device |
| CN113078278B (en) * | 2021-03-26 | 2024-04-30 | 常州大学 | Use of solution processable thermally active delayed fluorescent materials in blue light devices and in hybrid white light devices |
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