CN101707236B - Loop metal platinum coordination compound non-doping green organic electrofluorescence device - Google Patents
Loop metal platinum coordination compound non-doping green organic electrofluorescence device Download PDFInfo
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- CN101707236B CN101707236B CN2009102163110A CN200910216311A CN101707236B CN 101707236 B CN101707236 B CN 101707236B CN 2009102163110 A CN2009102163110 A CN 2009102163110A CN 200910216311 A CN200910216311 A CN 200910216311A CN 101707236 B CN101707236 B CN 101707236B
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Abstract
The invention relates to a loop metal platinum coordination compound non-doping green organic electrofluorescence device which has a laminated structure. In the laminated structure, an anode, a hole injection layer, a hole injection transmission layer, a luminescent layer and a cathode are sequentially formed on a glass substrate, wherein the luminescent layer is made of a loop metal platinum coordination compound <ppyPT(acam)> which has a special molecular structure and a single component; a 3-acetyl camphor group which has large steric clash and is used as an auxiliary ligand is introduced in the loop metal platinum coordination compound, therefore, intermolecular acting force can be effectively reduced, and consequently, triple state-triple state annihilation caused by concentration can be lowered. The non-doping green organic electrofluorescence device which is prepared by adopting the loop metal platinum coordination compound as the luminescent layer with a single component has the advantages of simple structure, high lightening brightness, high lightening efficiency, stable performance and the like.
Description
Technical field
The invention belongs to organic electroluminescence device, particularly a kind of based on the efficient non-doping green organic electrofluorescence device of the novel complex of Cyclometalated platinum (ppyPt (acam)).
Background technology
1998, the Thompson of U.S. Princeton university and
Group is entrained in Alq with red phosphorescent dyestuff octaethylporphyrin platinum (PtODP)
3In make the phosphorescence electroluminescent device as electroluminescent material, the external quantum efficiency of this device and internal quantum efficiency reach 4% and 23%, and to be proved the ruddiness that sends λ=650nm be that triplet state is luminous, and after this, phosphorescent light-emitting materials has caused people's extensive concern.The emphasis of research mainly is some organic coordination compounds that contain transition metal at present, as contains Pt (II), Os (II), Ir (III), Nd (III), Er d such as (III)
6And d
8The metal complex of family's metal ion after these heavy metal atoms and part coordination, produces strong spin(-)orbit coupling, makes that scurrying the probability that jumps between system increases greatly, energy by the lowest excited triplet of metal transfer to part (
3MLCT), phosphorescent lifetime is shortened greatly, singlet state and triplet exciton can cause phosphorescent emissions, obtain very high electroluminescent efficiency.
In order to improve the efficient of luminescent device, generally all be phosphor material to be entrained in form so-called adulterated lighting part in certain material of main part.But adulterated lighting part has two significant disadvantages, at first in the doping device, luminescent layer is made up of material of main part and object phosphor material, concentration and the uniformity efficient that directly has influence on luminescent device of phosphor material in material of main part, so must strictly control its system preparation process, and the small variations on the preparation technology parameter often will greatly influence the luminous efficiency and the stability of final luminescent device, so be difficult to realize the suitability for industrialized production of luminescent device.For example, luminescent layer change in concentration a few percent causes that sometimes device efficiency changes tens percent.Recently existing many studies show that, some adulterated lighting part uses the phenomenon of phase separation that occurs luminescent layer easily under hot environment, and the result causes the efficient of these adulterated lighting parts to reduce rapidly.And the so-called non-adulterated lighting part that adopts single phosphor material to make luminescent layer can be avoided the shortcoming of above-mentioned adulterated lighting part, is easy to realize suitability for industrialized production.But many researchs show again, and in non-adulterated lighting part, organic phosphorescent material is intermolecular to tend to produce intermolecular interaction, produces because triplet state-triplet state that concentration causes is buried in oblivion, and equally also causes the brightness of luminescent device and efficient to reduce greatly.So, study a kind of being applicable to and obtain more high brightness as luminescent layer and the more high efficiency non-organic electroluminescence devices that is doped with is the research emphasis of this area in recent years with phosphor material.
Summary of the invention
Purpose of the present invention just for the foregoing reasons, a kind of luminescent layer with novel complex of Cyclometalated platinum (ppyPt (acam)) of special molecular structure as single component is proposed, obtain efficient non-doping green organic electrofluorescence device, this organic electroluminescence device has simple in structure, high luminosity, characteristics such as high-luminous-efficiency and stable performance.
For realizing purpose of the present invention, the present invention is that the technical scheme that adopts following measure to constitute realizes.
Loop metal platinum coordination compound non-doping green organic electroluminescence device of the present invention comprises anode, and hole injection layer (PEDOT: PSS), hole transmission layer (PVK), luminescent layer, negative electrode; Described luminescent device has layer structure, at anode described in this structure, and hole injection layer, hole transmission layer, luminescent layer, negative electrode are formed on the glass substrate in turn; Wherein, this luminescent layer is that the Cyclometalated platinum complexes (ppyPt (acam)) with single component of special molecular structure forms, and this Cyclometalated platinum complexes is represented by following chemical structural formula:
Wherein, (ppy in ppyPt (acam) luminescent layer is a 2-phenylpyridine group to described Cyclometalated platinum complexes, is main part; (acam in ppyPt (acam) luminescent layer is a 3-acetyl group camphor group to described Cyclometalated platinum complexes, is assistant ligand.
In the technique scheme, described light emitting layer thickness is 20-50nm.
In the technique scheme, described luminescent layer preferred thickness is 40nm.
In the technique scheme, described hole injection layer thickness is 40-60nm.
In the technique scheme, described hole injection layer preferred thickness is 50.
In the technique scheme, described thickness of hole transport layer is 30-50nm.
In the technique scheme, described hole transmission layer preferred thickness is 40.
In the technique scheme, metal Ca thickness is 10-15nm in the described negative electrode, and metal A l thickness is 120-150nm in the described negative electrode.
In the technique scheme, metal Ca preferred thickness is 15 in the described negative electrode, and metal A l preferred thickness is 150 in the described negative electrode.
The present invention adopts a kind of Cyclometalated platinum complexes with special molecular structure, and (ppyPt (acam) has obtained the green organic electroluminescence device of non-doping as the luminescent layer of single component, owing in Cyclometalated platinum complexes, introduced and had big sterically hindered 3-acetyl group camphor group as assistant ligand, effectively reduce intermolecular interaction force, bury in oblivion thereby reduced triplet state-triplet state that concentration causes; Therefore the green organic electroluminescence device of non-doping that obtains have simple in structure, high luminosity, high-luminous-efficiency, and characteristics such as stable performance.
Characteristics that the present invention compared with prior art has and useful technique effect are as follows:
1, the luminescent layer of non-doping green organic electrofluorescence device of the present invention has big sterically hindered 3-acetyl group camphor group as assistant ligand owing to having introduced in described Cyclometalated platinum complexes (ppyPt (acam)), can significantly reduce intermolecular interaction; Thereby the non-doping green electroluminescent device that adopts this Cyclometalated platinum complexes to prepare as the luminescent layer of single component has that device architecture is simple, brightness is high, stable performance, saturated, the efficient advantages of higher of colourity.
2, the electroluminescence of non-doping green organic electrofluorescence device of the present invention (EL) spectrum, along with the increase of driving voltage, it is strong more that spectral intensity becomes; When driving voltage when 6V is increased to 20V, the luminescent spectrum of device remains unchanged substantially, chromaticity coordinates is (0.61,0.33); The variation of driving voltage does not influence the change color of device basically, and device colourity is saturated bright, belongs to stable high brightness green electroluminescent device.
3, non-doping green organic electrofluorescence device of the present invention is along with the rising of driving voltage, device brightness and current density all raise, (0-10V) brightness and current density change are slow under low-voltage, after driving voltage surpasses 10V, brightness and current density sharply raise, when driving voltage 18V, high-high brightness is 12000cd/m
2
4, the power efficiency of non-doping green organic electrofluorescence device of the present invention is along with current density change, and in the low current density scope, power sharply raises along with current density change, is 265A/m in current density
2The time reach maximum 11lm/W; In current density is 450A/m
2The time device luminance efficiency be 27.5cd/A; After, along with the further rising of current density, power efficiency reduces gradually.
Description of drawings
Fig. 1 loop metal platinum coordination compound non-doping green organic electroluminescence device of the present invention most preferred embodiment structural representation;
Its chemical constitution of Fig. 2 loop metal platinum coordination compound non-doping green organic electroluminescence device of the present invention material therefor;
The electroluminescent spectrum figure of Fig. 3 loop metal platinum coordination compound non-doping green organic electroluminescence device of the present invention, illustration are the CIE chromaticity coordinates figure of device;
Current density-the voltage of Fig. 4 loop metal platinum coordination compound non-doping green organic electroluminescence device of the present invention-brightness figure;
Current density-the power of Fig. 5 loop metal platinum coordination compound non-doping green organic electroluminescence device of the present invention.
Among the figure, 1 anode, 2 hole injection layers, 3 hole transmission layers, 4 luminescent layers, 5 negative electrodes.
Embodiment
Below in conjunction with accompanying drawing and with best specific embodiment the present invention is done the explanation of further detail, but and do not mean that any restriction content of the present invention.
Its chemical constitution of loop metal platinum coordination compound non-doping green organic electroluminescence device material therefor of the present invention as shown in Figure 2; Wherein, hole injection layer and hole transmission layer adopt the spin-coating deposition, and its deposit thickness is tested with atomic force microscope; Luminescent layer and negative electrode adopt vacuum heat steaming degree deposition, its deposit thickness and the steaming degree speed STM-100 thickness/speed instrument of Sycon company) detect, the vacuum degree of used vacuum heat steaming degree chamber is 10
-7Torr, steaming degree speed is 0.3-1
/ s.
Embodiment
Loop metal platinum coordination compound non-doping green organic electroluminescence device of the present invention has layer structure, anode 1 is to be coated on the indium oxide tin glass electrode that forms on the glass substrate by tin indium oxide (IT0) in this structure, described hole injection layer 2 is by poly-3,4-ethene dioxythiophene: polystyrolsulfon acid (PEDOT: PSS) constitute, hole transmission layer 3 is made of Polyvinyl carbazole (PVK), luminescent layer 4 is made of Cyclometalated platinum complexes (ppyPt (acam)), negative electrode 5 is made of metal Ca and Al, described anode 1, hole injection layer 2, hole transmission layer 3, luminescent layer 4 and negative electrode 5 are formed on the glass substrate in turn.Luminescent layer 4 adopts has the luminescent layer of the Cyclometalated platinum complexes (ppyPt (acam)) of special molecular structure as single component.The hole injection layer 2 of described luminescent device and hole transmission layer 3 all adopt conventional spin coating method film forming on indium oxide tin glass, spin speed is 3000-3500 rev/min, hole transmission layer concentration is 10g/L before the spin coating, deposit thickness is tested with atomic force microscope, and the deposit thickness of its hole injection layer and hole transmission layer is respectively 50 and 40nm; Described luminescent layer 4 adopts conventional vacuum heat steaming degree mode to deposit on the hole transmission layer (PVK) 3, deposit thickness is 40nm, described metal Ca adopts vacuum heat steaming degree mode to deposit to above the luminescent layer 4, its deposit thickness is 10nm, and then adopt vacuum heat steaming degree mode to deposit to above the metal Ca equally the metal A l, its deposit thickness is 150nm, forms negative electrode 5, promptly is prepared into the loop metal platinum coordination compound non-doping green organic electroluminescence device.The made device that performs is not made encapsulation process, tests under atmospheric environment, and this luminescent device can send the single green glow of high brightness.
The luminescent layer of luminescent device of the present invention adopts synthetic Cyclometalated platinum complexes, and the synthetic method of Cyclometalated platinum complexes is 200810147636.3 application for a patent for invention with reference to application number.
The performance test of luminescent device of the present invention:
The luminescent spectrum of luminescent device of the present invention is gathered by fibre-optical probe CCD grating spectrograph (In2raspecC4 of Oriel company type), and the voltage-current characteristic of light-emitting diode is by semiconductor electric current voltage source (Keithley236) test, luminescent device brightness (cd/m
2) and luminance efficiency (cd/A), power efficiency (lm/W) record with silicon photoelectric diode, and accurate with the PR705 photometer, go forward one by one scan bias voltage and signals collecting in the luminescent device test are by computer control.Hole injection layer (PEDOT: PSS) and the deposit thickness of hole transmission layer (PVK) test with atomic force microscope.The deposition velocity of luminescent layer and negative electrode and thickness detect with the STM-100 thickness/speed instrument of Sycon company.
1, the electroluminescence of non-adulterated lighting part (EL) spectrum
The present invention recorded under different voltages (6-18V) drive EL spectrum with and variation of color coordinates as shown in Figure 3, along with the increase of driving voltage, it is strong more that spectral intensity becomes.But chromaticity coordinates (CIE) all remains on (0.61,0.33) under different voltages, and change in voltage does not influence the change color of device basically.Luminescent device colourity is saturated bright, belongs to stable high brightness green electroluminescent device.
2, the current density-voltage of non-adulterated lighting part-brightness (J-V-L) feature
Fig. 4 is the J-V-L curve chart of device, as can be seen from the figure along with the rising of driving voltage, device brightness and current density all raise, (0-10V) brightness and current density change are slow under low-voltage, after driving voltage surpasses 10V, brightness and current density sharply raise, and both change curves meet typical diode J-V-L feature; The starting resistor of device is about 6V, and when driving voltage 18V, high-high brightness is 12000cd/m
2
The efficient of luminescent device of the present invention:
Power efficiency curve of this bright luminescent device and current efficiency curve are as shown in Figure 5.Power efficiency is along with current density change, and in the low current density scope, power sharply raises along with current density change, is 265A/m in current density
2The time reach maximum 11lm/W, be 450A/m in current density
2The time device luminance efficiency be 27.5cd/A.After, along with the further rising of current density, power efficiency reduces gradually.
The performance of luminescent device has big sterically hindered 3-acetyl group camphor group as can be seen as assistant ligand from above, and the 2-phenylpyridine is that the Cyclometalated platinum complexes (ppyPt (acam)) of main part can significantly reduce intermolecular interaction; Adopt this complex to have brightness height, stable performance, saturated, the efficient advantages of higher of colourity as the non-doping green electroluminescent device that the luminescent layer of single component prepares; The starting resistor of device is about 6V, and high-high brightness is 12000cd/m when voltage 18V
2In current density is 265A/m
2The time reach maximum 11lm/W, be 450A/m in current density
2The time device luminance efficiency be 27.5cd/A; When device drive voltage was increased to 20V from 6V, the luminescent spectrum of device remained unchanged substantially.Chromaticity coordinates is (0.61,0.33), is visible as a stable single green device.
Claims (9)
1. a loop metal platinum coordination compound non-doping green organic electroluminescence device is characterized in that comprising anode (1), hole injection layer (2), hole transmission layer (3), luminescent layer (4), negative electrode (5); Described luminescent device has layer structure, at anode described in this structure, and hole injection layer, hole transmission layer, luminescent layer, negative electrode are formed on the glass substrate in turn; This luminescent layer is that the Cyclometalated platinum complexes (ppyPt (acam)) with single component forms, and this Cyclometalated platinum complexes is represented by following chemical structural formula:
Wherein, the pPy in the described Cyclometalated platinum complexes luminescent layer is a 2-phenylpyridine group, is main part; Acam in the described Cyclometalated platinum complexes luminescent layer is a 3-acetyl group camphor group, is assistant ligand.
2. according to the described non-doping green organic electrofluorescence device of claim 1, it is characterized in that described light emitting layer thickness is 20-50nm.
3. according to the described non-doping green organic electrofluorescence device of claim 2, it is characterized in that described light emitting layer thickness is 40nm.
4. according to the described non-doping green organic electrofluorescence device of claim 1, it is characterized in that described hole injection layer thickness is 40-60nm.
5. according to the described non-doping green organic electrofluorescence device of claim 4, it is characterized in that described hole injection layer thickness is 50nm.
6. according to the described non-doping green organic electrofluorescence device of claim 1, it is characterized in that described thickness of hole transport layer is 30-50nm.
7. according to the described non-doping green organic electrofluorescence device of claim 6, it is characterized in that described thickness of hole transport layer is 40nm.
8. according to the described non-doping green organic electrofluorescence device of claim 1, it is characterized in that metal Ca thickness is 10-15nm in the described negative electrode, metal A l thickness is 120-150nm in the described negative electrode.
9. described according to Claim 8 non-doping green organic electrofluorescence device is characterized in that metal Ca thickness is 15nm in the described negative electrode, and metal A l thickness is 150nm in the described negative electrode.
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| CN110957431A (en) * | 2019-11-29 | 2020-04-03 | 香港大学深圳研究院 | Platinum complex-based organic light-emitting device suitable for wet preparation |
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