CN104628652A - Benzimidazolyl-containing blue light phosphorescent host material, preparation method and applications thereof - Google Patents
Benzimidazolyl-containing blue light phosphorescent host material, preparation method and applications thereof Download PDFInfo
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- CN104628652A CN104628652A CN201310554448.3A CN201310554448A CN104628652A CN 104628652 A CN104628652 A CN 104628652A CN 201310554448 A CN201310554448 A CN 201310554448A CN 104628652 A CN104628652 A CN 104628652A
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- benzimidazolyl
- emitting phosphor
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- PYZCGGIOQKVWOS-UHFFFAOYSA-N BrC(C1c2ccc3)c4ccccc4C(Br)=C1c1c2c3ccc1 Chemical compound BrC(C1c2ccc3)c4ccccc4C(Br)=C1c1c2c3ccc1 PYZCGGIOQKVWOS-UHFFFAOYSA-N 0.000 description 1
- HGLJTFJEENTMGC-UHFFFAOYSA-N C(CC=C1N=C2C(CC3)=CC=C3c3c(-c4cccc5cccc-6c45)c-6c(-c(cc4)ccc4-c4nc(cccc5)c5[n]4-c4ccccc4)c4ccccc34)C=C1N2c1ccccc1 Chemical compound C(CC=C1N=C2C(CC3)=CC=C3c3c(-c4cccc5cccc-6c45)c-6c(-c(cc4)ccc4-c4nc(cccc5)c5[n]4-c4ccccc4)c4ccccc34)C=C1N2c1ccccc1 HGLJTFJEENTMGC-UHFFFAOYSA-N 0.000 description 1
- IEDSFGCDTKWGQA-UHFFFAOYSA-N CC(C)(C(C)(C)OC(CC1)C1c(cc1)ccc1-c1nc2ccccc2[n]1-c1ccccc1)O Chemical compound CC(C)(C(C)(C)OC(CC1)C1c(cc1)ccc1-c1nc2ccccc2[n]1-c1ccccc1)O IEDSFGCDTKWGQA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/20—Two benzimidazolyl-2 radicals linked together directly or via a hydrocarbon or substituted hydrocarbon radical
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/623—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing five rings, e.g. pentacene
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
- H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
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- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
The invention belongs to the field of organic electroluminescent materials, and discloses a benzimidazolyl-containing blue light phosphorescent host material, a preparation method and applications thereof, wherein the structure formula of the material is defined in the instruction. According to the benzimidazolyl-containing blue light phosphorescent host material of the present invention, the benzofluoranthene has the high fluorescence quantum yield, and the benzimidazole has the good electron transmission property, such that the electron injection and the electron transmission are easily achieved, and the metal electrode couple exciton quenching can be avoided so as to substantially improve the luminous efficiency.
Description
Technical field
The present invention relates to field of organic electroluminescent materials, particularly relate to a kind of blue emitting phosphor material of main part containing benzimidazolyl-and its preparation method and application.
Background technology
Organic electroluminescence device has that driving voltage is low, fast response time, angular field of view are wide and changes luminescent properties by chemical structure fine setting makes rich color, easily realize the advantages such as resolving power is high, lightweight, large-area flat-plate display, be described as " 21 century flat panel display ", become the focus of the subjects such as material, information, physics and flat pannel display area research.Following commercialization Organic Light Emitting Diode efficiently will contain organo-metallic phosphorescent substance possibly, because singlet and triplet excitons can all be caught by they, thus realize the internal quantum efficiency of 100%.But, because the excited state exciton lifetime of transition metal complex is relatively long, cause unwanted triplet state-triplet state (T
1-T
1) cancellation in device real work.In order to overcome this problem, triplet emission thing is often doped in organic host material by investigators.
In recent years, green and red phosphorescent OLED shows gratifying electroluminescent efficiency.And blue phosphorescent device is little efficiently, simultaneously major cause lacks to have good carrier transmission performance and higher triplet (E
t) material of main part.
Summary of the invention
Problem to be solved by this invention be carrier transmission performance and triplet higher containing the blue emitting phosphor material of main part of benzimidazolyl-.
For achieving the above object, the blue emitting phosphor material of main part containing benzimidazolyl-provided by the invention, its structure is such as formula as follows:
i.e. 7,12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene.
Another object of the present invention is to provide the preparation method containing the blue emitting phosphor material of main part of benzimidazolyl-that a kind of synthetic route is simple, material is cheap and easy to get, described preparation method comprises the steps:
The compd A providing following structural formula to represent respectively and B,
Under oxygen-free environment, compd A and B are added in the organic solvent containing catalyzer and alkaline solution and dissolve, compd A and B mol ratio are 1:2 ~ 2.4, the mixing solutions obtained after dissolving carries out Suzuki coupling reaction 12 ~ 48 hours at 70 ~ 130 DEG C, stopped reaction cool to room temperature, separating-purifying reaction solution, obtains the blue emitting phosphor material of main part containing benzimidazolyl-described in following structural formula:
Wherein, described catalyzer is bis-triphenylphosphipalladium palladium dichloride or tetra-triphenylphosphine palladium; Or,
Described catalyzer is the mixture of organic palladium and organophosphorus ligand, and the mol ratio of described organic palladium and organophosphorus ligand is 1:4 ~ 8; Preferably, described organic palladium is palladium or three or two argon benzyl acetone two palladiums, and described organophosphorus ligand is three (o-methyl-phenyl-) phosphines or 2-dicyclohexyl phosphine-2 ', 6 '-dimethoxy-biphenyl; More have choosing, described mixture is the mixture of palladium and tri-o-tolyl phosphine, or described mixture is three or two argon benzyl acetone two palladiums and 2-dicyclohexyl phosphine-2 ', the mixture of 6 '-dimethoxy-biphenyl.
The mol ratio of described catalyzer and described compd A is 1:20 ~ 1:100.
In described preparation method, described alkaline solution is selected from least one in sodium carbonate solution, solution of potassium carbonate and sodium hydrogen carbonate solution; In described alkaline solution, the mol ratio of alkali solute and described compd A is 20:1.
In a preferred embodiment, organic solvent is selected from least one in toluene, DMF, tetrahydrofuran (THF).
In a preferred embodiment, the temperature of reaction of Suzuki coupling reaction is 90 ~ 120 DEG C, and the reaction times is 24 ~ 36 hours.
In a preferred embodiment, described separating-purifying reaction solution comprises:
After Suzuki coupling reaction stops, with dichloromethane extraction reaction solution repeatedly and merge organic phase, after this organic phase is spin-dried for after anhydrous magnesium sulfate drying, obtain crude product, this crude product adopts volume ratio to be that sherwood oil and the ethyl acetate of 10:1 mixes leacheate and be separated through silica gel column chromatography and obtain crystalline substance, this crystalline substance, under vacuo after 50 DEG C of dry 24h, obtains the described blue emitting phosphor material of main part containing benzimidazolyl-.
In described preparation method, oxygen-free environment is made up of at least one gas in argon gas, nitrogen.
Above-mentioned preparation method's principle is simple, easy and simple to handle, low for equipment requirements, can wide popularization and application.
Another object of the present invention is to provide the above-mentioned application of blue emitting phosphor material of main part in organic electroluminescence device luminescent layer containing benzimidazolyl-.
The structure of this organic electroluminescence device comprises conductive anode substrate and is sequentially laminated on hole injection layer, hole transmission layer, luminescent layer, electron transfer layer, electron injecting layer, the cathode layer of conductive anode substrate; Wherein:
Conductive anode substrate comprises with substrate of glass, and is deposited on the conductive anode layer of glass basic surface, and the material changing conductive anode layer is indium tin oxide (ITO); Therefore, this conductive anode substrate is also called ito glass;
The material of hole injection layer is PEDOT:PSS;
The material of hole transmission layer is N, N '-two [(1-naphthyl)-N, N '-phenylbenzene]-1,1 '-xenyl-4,4 '-diamines (NPD);
The material of luminescent layer is the blue emitting phosphor material of main part containing benzimidazolyl-described above, namely 7,12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene adulterates two (4 of 10% mass percent, 6-difluorophenyl pyridinato-N, C2) pyridinecarboxylic closes iridium (FIrpic) dopant mixture that forms;
The material of electron transfer layer is oxine aluminium (Alq
3);
The material of electron injecting layer is LiF;
The material of cathode layer is Al.
The present invention has the following advantages:
(1) provided by the invention containing in the blue emitting phosphor material of main part of benzimidazolyl-, benzofluoranthrene has higher fluorescence quantum yield; Benzoglyoxaline has good electronic transmission performance, is conducive to injection and the transmission of electronics, avoids metal electrode to Exciton quenching, thus greatly improve luminous efficiency;
(2) better heat stability of the blue emitting phosphor material of main part containing benzimidazolyl-provided by the invention.
The preparation method of the above-mentioned blue emitting phosphor material of main part containing benzimidazolyl-, have employed better simply synthetic route, thus reduces technical process, and starting material are cheap and easy to get, and manufacturing cost is reduced:
Accompanying drawing explanation
Fig. 1 is the thermogravimetic analysis (TGA) figure of the blue emitting phosphor material of main part containing benzimidazolyl-that embodiment 1 obtains;
Fig. 2 is the organic electroluminescence device structural representation that embodiment 5 obtains.
Embodiment
In order to understand the content of patent of the present invention better, technology case of the present invention is further illustrated below by concrete example and legend, specifically comprise material preparation and device preparation, but these embodiments do not limit the present invention, wherein compd A, compd B are all purchased from scientific and technological in lark prestige.
Embodiment 1: the blue emitting phosphor material of main part containing benzimidazolyl-of the present embodiment, i.e. 7,12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene, structural formula is as follows:
The preparation technology of this compound is as follows:
Under argon shield, 7,12-dibromo benzo [k] fluoranthene (82mg, 0.2mmol), 1-phenyl-2-(4-tetramethyl ethylene ketone boric acid ester benzene)-1H-benzo [d] imidazoles (158mg, 0.4mmol) adds in the flask filling 10ml toluene solvant, by salt of wormwood (2mL after fully dissolving, 2mol/L) solution joins in flask, vacuumize deoxygenation and be filled with argon gas, then adding bis-triphenylphosphipalladium palladium dichloride (5.6mg, 0.008mmol); Flask is heated to 120 DEG C and carries out Suzuki coupling reaction 24h.Stopped reaction cool to room temperature, with dichloromethane extraction reaction solution repeatedly and merge organic phase, after this organic phase is spin-dried for after anhydrous magnesium sulfate drying, obtain crude product, this crude product adopts volume ratio to be that sherwood oil and the ethyl acetate of 10:1 mixes leacheate and be separated through silica gel column chromatography and obtain crystalline substance, this crystalline substance, under vacuo after 50 DEG C of dry 24h, obtains the described blue emitting phosphor material of main part containing benzimidazolyl-.Productive rate is 81%.Mass spectrum: m/z788.9(M
++ 1); Ultimate analysis (%) C
58h
36n
4: theoretical value: C88.30, H4.60, N7.10; Measured value: C88.43, H4.17, N7.08.
Fig. 1 is the thermogravimetic analysis (TGA) figure of the blue emitting phosphor material of main part containing benzimidazolyl-that embodiment 1 obtains; Thermogravimetic analysis (TGA) is completed by the measurement of Perkin-Elmer Series7 Thermo System, and all measurements all complete in atmosphere at room temperature.As shown in Figure 1, containing the thermal weight loss temperature (T of the blue emitting phosphor material of main part 5% of benzimidazolyl-
d) be 402 DEG C.
Embodiment 2: the blue emitting phosphor material of main part containing benzimidazolyl-of the present embodiment, its structure is 7,12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene, and structural formula is as follows:
The preparation technology of this compound is as follows:
Under nitrogen and argon gas gas mixture are protected; by 7; 12-dibromo benzo [k] fluoranthene (123mg; 0.3mmol), 1-phenyl-2-(4-tetramethyl ethylene ketone boric acid ester benzene)-1H-benzo [d] imidazoles (261mg; 0.66mmol) add in the two-mouth bottle of 50mL specification with 15mL tetrahydrofuran (THF); after the gas mixture air-discharging passing into nitrogen and argon gas after abundant dissolving is about 20min; then by tetra-triphenylphosphine palladium (4mg; 0.003mmol) add wherein; sodium bicarbonate (3mL, 2mol/L) solution is added again after abundant dissolving.After the gas mixture air-discharging of fully logical nitrogen and argon gas is about 10min again, two-mouth bottle is joined 70 DEG C and carry out Suzuki coupling reaction 48h.Stopped reaction cool to room temperature, with dichloromethane extraction reaction solution repeatedly and merge organic phase, after this organic phase is spin-dried for after anhydrous magnesium sulfate drying, obtain crude product, this crude product adopts volume ratio to be that sherwood oil and the ethyl acetate of 10:1 mixes leacheate and be separated through silica gel column chromatography and obtain crystalline substance, this crystalline substance, under vacuo after 50 DEG C of dry 24h, obtains the described blue emitting phosphor material of main part containing benzimidazolyl-.Productive rate is 75%.
Embodiment 3: the blue emitting phosphor material of main part containing benzimidazolyl-of the present embodiment, its structure is 7,12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene, and structural formula is as follows:
The preparation technology of this compound is as follows:
Under nitrogen protection, by 7,12-dibromo benzo [k] fluoranthene (123mg, 0.3mmol), 1-phenyl-2-(4-tetramethyl ethylene ketone boric acid ester benzene)-1H-benzo [d] imidazoles (261mg, 0.72mmol), palladium (3.5mg, 0.015mmol) He three (o-methyl-phenyl-) phosphine (21mg, 0.06mmol) join the N filling 12mL, in the flask of dinethylformamide, salt of wormwood (3mL is added after abundant dissolving, 2mol/L) solution, after in flask, logical nitrogen purge gas is about 30min subsequently; Flask is heated to 130 DEG C and carries out Suzuki coupling reaction 12h.Stopped reaction cool to room temperature, with dichloromethane extraction reaction solution repeatedly and merge organic phase, after this organic phase is spin-dried for after anhydrous magnesium sulfate drying, obtain crude product, this crude product adopts volume ratio to be that sherwood oil and the ethyl acetate of 10:1 mixes leacheate and be separated through silica gel column chromatography and obtain crystalline substance, this crystalline substance, under vacuo after 50 DEG C of dry 24h, obtains the described blue emitting phosphor material of main part containing benzimidazolyl-.Productive rate is 80%.
Embodiment 4: the blue emitting phosphor material of main part containing benzimidazolyl-of the present embodiment, its structure is 7,12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene, and structural formula is as follows:
The preparation technology of this compound is as follows:
Under nitrogen protection; by 7; 12-dibromo benzo [k] fluoranthene (123mg; 0.3mmol), 1-phenyl-2-(4-tetramethyl ethylene ketone boric acid ester benzene)-1H-benzo [d] imidazoles (290mg; 0.69mmol), three or two argon benzyl acetone two palladium (9mg; 0.009mmol) with 2-dicyclohexyl phosphine-2 '; 6 '-dimethoxy-biphenyl (29mg; 0.072mmol) join the N filling 12mL; in the flask of dinethylformamide; sodium carbonate (3mL, 2mol/L) solution is added after abundant dissolving.After in flask, logical nitrogen purge gas is about 30min subsequently; Flask is heated to 90 DEG C and carries out Suzuki coupling reaction 36h.Stopped reaction cool to room temperature, with dichloromethane extraction reaction solution repeatedly and merge organic phase, after this organic phase is spin-dried for after anhydrous magnesium sulfate drying, obtain crude product, this crude product adopts volume ratio to be that sherwood oil and the ethyl acetate of 10:1 mixes leacheate and be separated through silica gel column chromatography and obtain crystalline substance, this crystalline substance, under vacuo after 50 DEG C of dry 24h, obtains the described blue emitting phosphor material of main part containing benzimidazolyl-.Productive rate is 73%.
Embodiment 5:
The present embodiment is organic electroluminescence device, the material of main part of its luminescent layer is the blue emitting phosphor material of main part containing benzimidazolyl-that the present invention obtains, i.e. 7,12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene.
As shown in Figure 2, this organic electroluminescence device 300, its structure comprises substrate 301, anode 302, hole injection layer 303, hole transmission layer 304, luminescent layer 305, electron transfer layer 306, electron injection buffer layer 307, negative electrode 308.
The material of substrate 301 in the present embodiment is glass, vacuum plating conductive anode layer successively 302 in substrate 301, hole injection layer 303, hole transmission layer 304, luminescent layer 305, electron transfer layer 306, electron injection buffer layer 307, negative electrode 308, wherein, anode 302 adopts square resistance to be the tin indium oxide of 10 ~ 20 Ω/mouth, thickness is 150nm, hole injection layer 303 adopts poly-(3, 4-ethene dioxythiophene)-polystyrolsulfon acid, thickness is 30nm, hole transmission layer 304 adopts N, N '-phenylbenzene-N, N '-(1-naphthyl)-1, 1 '-biphenyl-4, 4 '-diamines, thickness is 20nm, luminescent layer 305 main body luminescent material adopt the present invention to obtain 7, 12-bis-(4-(1-phenyl-1H-benzo [d] imidazoles-2-base) benzene) benzo [k] fluoranthene, and to take material of main part as benchmark doping mass percent be 10% guest emitting material two (4, 6-difluorophenyl pyridinato-N, C2) pyridinecarboxylic closes iridium (III), luminescent layer 305 thickness is 20nm, electron transfer layer 306 adopts Alq
3, three (oxine) aluminium, thickness is 30nm, and electron injection buffer layer 307 adopts lithium fluoride, and thickness is 1.5nm, and negative electrode 308 adopts metallic aluminium, and thickness is 150nm.
Organic layer and metal level all adopt thermal evaporation process to deposit, and vacuum tightness is 10
-3~ 10
-5pa, the thickness of film adopts film thickness monitoring instrument to monitor, except guest materials, the vaporator rate of all organic materialss is
the vaporator rate of lithium fluoride is
the vaporator rate of metallic aluminium is
This electroluminescent device has higher luminous efficiency, can be widely used in the illumination field such as blueness or white.Current versus brightness-the voltage characteristic of device is all completed in atmosphere at room temperature by all measurements completed with Keithley source measuring system (Keithley2400Sourcemeter, Keithley2000Cuirrentmeter) correcting silicon photoelectric diode.Result shows: the trigger voltage of device is 3.9V, at 1000cd/m
2brightness under, luminous efficiency is 8.3lm/W.
The above embodiment only have expressed several embodiment of the present invention, and it describes comparatively concrete and detailed, but therefore can not be interpreted as the restriction to the scope of the claims of the present invention.It should be pointed out that for the person of ordinary skill of the art, without departing from the inventive concept of the premise, can also make some distortion and improvement, these all belong to protection scope of the present invention.Therefore, the protection domain of patent of the present invention should be as the criterion with claims.
Claims (10)
1., containing a blue emitting phosphor material of main part for benzimidazolyl-, it is characterized in that, its structure is such as formula as follows:
2. a preparation method for the blue emitting phosphor material of main part containing benzimidazolyl-as claimed in claim 1, it is characterized in that, its step is as follows:
The compd A providing following structural formula to represent respectively and B,
Under oxygen-free environment, compd A and B are added in the organic solvent containing catalyzer and alkaline solution and dissolve, compd A and B mol ratio are 1:2 ~ 2.4, the mixing solutions obtained carries out Suzuki coupling reaction 12 ~ 48 hours at 70 ~ 130 DEG C, stopped reaction cool to room temperature, separating-purifying reaction solution, obtains the described blue emitting phosphor material of main part containing benzimidazolyl-described in following structural formula:
3. the preparation method of the blue emitting phosphor material of main part containing benzimidazolyl-according to claim 2, it is characterized in that, described catalyzer is bis-triphenylphosphipalladium palladium dichloride or tetra-triphenylphosphine palladium; The mol ratio of described catalyzer and described compd A is 1:20 ~ 1:100.
4. the preparation method of the blue emitting phosphor material of main part containing benzimidazolyl-according to claim 2, it is characterized in that, described catalyzer is the mixture of organic palladium and organophosphorus ligand, and the mol ratio of described organic palladium and organophosphorus ligand is 1:4 ~ 8; The mol ratio of described catalyzer and described compd A is 1:20 ~ 1:100.
5. the preparation method of the blue emitting phosphor material of main part containing benzimidazolyl-according to claim 4, it is characterized in that, described organic palladium is palladium or three or two argon benzyl acetone two palladiums, described organophosphorus ligand is three (o-methyl-phenyl-) phosphines or 2-dicyclohexyl phosphine-2 ', 6 '-dimethoxy-biphenyl.
6. the preparation method of the blue emitting phosphor material of main part containing benzimidazolyl-according to claim 5, it is characterized in that, described mixture is the mixture of palladium and tri-o-tolyl phosphine, or described mixture is three or two argon benzyl acetone two palladiums and 2-dicyclohexyl phosphine-2 ', the mixture of 6 '-dimethoxy-biphenyl.
7. the preparation method of the blue emitting phosphor material of main part containing benzimidazolyl-according to claim 2, it is characterized in that, described alkaline solution is selected from least one in sodium carbonate solution, solution of potassium carbonate and sodium hydrogen carbonate solution; In described alkaline solution, the mol ratio of alkali solute and described compd A is 20:1.
8. the preparation method of the blue emitting phosphor material of main part containing benzimidazolyl-according to claim 2, it is characterized in that, described organic solvent is selected from as at least one in toluene, DMF, tetrahydrofuran (THF).
9. the preparation method of the blue emitting phosphor material of main part containing benzimidazolyl-according to claim 2, it is characterized in that, described separating-purifying reaction solution comprises:
After Suzuki coupling reaction stops, with dichloromethane extraction reaction solution repeatedly and merge organic phase, after this organic phase is spin-dried for after anhydrous magnesium sulfate drying, obtain crude product, this crude product adopts volume ratio to be that sherwood oil and the ethyl acetate of 10:1 mixes leacheate and be separated through silica gel column chromatography and obtain crystalline substance, this crystalline substance, under vacuo after 50 DEG C of dry 24h, obtains the described blue emitting phosphor material of main part containing benzimidazolyl-.
10. one kind contains the application of blue emitting phosphor material of main part in organic electroluminescence device luminescent layer of benzimidazolyl-as claimed in claim 1.
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| TWI619703B (en) * | 2016-05-18 | 2018-04-01 | 昱鐳光電科技股份有限公司 | Compound for organic electroluminescent device and organic electroluminescent devices using the same |
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| TWI619703B (en) * | 2016-05-18 | 2018-04-01 | 昱鐳光電科技股份有限公司 | Compound for organic electroluminescent device and organic electroluminescent devices using the same |
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Application publication date: 20150520 |
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