CN104629000A - Blue light host material containing tetraphenyl silicon and spiro[fluorine-xanthene] unit, preparation method and applications thereof - Google Patents
Blue light host material containing tetraphenyl silicon and spiro[fluorine-xanthene] unit, preparation method and applications thereof Download PDFInfo
- Publication number
- CN104629000A CN104629000A CN201310554078.3A CN201310554078A CN104629000A CN 104629000 A CN104629000 A CN 104629000A CN 201310554078 A CN201310554078 A CN 201310554078A CN 104629000 A CN104629000 A CN 104629000A
- Authority
- CN
- China
- Prior art keywords
- xanthene
- host material
- silicon
- fluorenes
- tetraphenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Electroluminescent Light Sources (AREA)
Abstract
The invention belongs to the field of organic electroluminescent materials, and discloses a blue light host material containing a tetraphenyl silicon and spiro[fluorine-xanthene] unit, a preparation method and applications thereof, wherein the structure formula of the material is defined in the instruction, and in the formula R is C1-C20 alkyl, and n is an integer of 10-100. According to the blue light host material of the present invention, the tetraphenyl silicon is the ultra-high energy gap host material and has the high triplet energy level, the anthracene has the high fluorescence quantum yield, and the tetraphenyl silicon is introduced into the spiro[fluorine-xanthene] main chain so as to easily improve the luminous efficiency of the organic electroluminescent device.
Description
Technical field
The present invention relates to field of organic electroluminescent materials, particularly relate to one and contain Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit and its preparation method and application.
Background technology
Prepared with Alq by evaporation coating method from people's reported first such as Kodak C.W.Tang in 1987
3since bi-layer devices structure for luminescent material, organic electroluminescent just obtains the very big concern of people.Organic electroluminescent can be divided into fluorescence and phosphorescence electroluminescent.According to spin quantum statistical theory, the formation probability ratio of singlet excitons and triplet exciton is 1:3, and namely singlet excitons only accounts for 25% of " electron-hole pair ".Therefore, the fluorescence coming from the radiative transition of singlet excitons just only accounts for 25% of total input energy, and the electroluminescent of phosphor material just can utilize the energy of whole exciton, thus has larger superiority.Mostly adopt Subjective and Objective structure in present electrophosphorescence device, by phosphorescent emissions material with certain doped in concentrations profiled in main substance, although can avoid burying in oblivion of triplet state-triplet state, its luminous efficiency is relatively low.
Summary of the invention
Problem to be solved by this invention is the Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit providing a kind of luminous efficiency higher.
For achieving the above object, the Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit provided by the invention, its structure is such as formula as follows:
in formula, R is C
1~ C
20alkyl, n is the integer of 10 ~ 100.
Another object of the present invention is to provide the preparation method containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit 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, be dissolve mol ratio during the compd A of 1:1 ~ 1.2 and B are added into containing catalyzer and alkaline solution organic solvent, the mixing solutions obtained after dissolving carries out Suzuki coupling reaction 12 ~ 96 hours at 70 ~ 130 DEG C, stopped reaction cool to room temperature, separating-purifying reaction solution, obtains the Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit described in following structural formula:
In formula, R is C
1~ C
20alkyl, n is the integer of 10 ~ 100.
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 preferably, described mixture is the mixture of palladium and three (o-methyl-phenyl-) 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 36 ~ 60 hours.
In a preferred embodiment, described separating-purifying reaction solution comprises:
After Suzuki coupling reaction stops, methyl alcohol precipitating is added in reaction solution, methyl alcohol and normal hexane extracting is used successively after being filtered by apparatus,Soxhlet's, then be that solvent extraction is to colourless with chloroform, collect chloroformic solution and be spin-dried for and obtain powder, after the powder collected under vacuo after 50 DEG C of dry 24h, obtain the described Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit.
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-light emitting host material in organic electroluminescence device luminescent layer containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit.
Of the present invention containing in the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit, tetraphenyl-silicon is superelevation energy gap material of main part, has very high triplet; Anthracene has higher fluorescence quantum yield, by introducing tetraphenyl-silicon on spiral shell [fluorenes-xanthene] main chain, is conducive to the luminous efficiency improving organic electroluminescence device.
Separately, the above-mentioned preparation method containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit, 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 containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit that embodiment 1 obtains;
Fig. 2 is the organic electroluminescence device structural representation that embodiment 6 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-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit of the present embodiment, i.e. poly-{ two (4-base-phenyl) diphenyl silane-co-2,7-bis-base-3', 6'-bis-normal hexane oxygen base spiral shell [fluorenes-9,9'-xanthene] } (P1) (wherein, R is normal hexane base, n=50), its structural formula is as follows:
The preparation process of above-mentioned polymkeric substance is as follows:
Reaction formula is as follows:
Under argon shield, by two (4-bromophenyl) diphenyl silane (99mg, 0.2mmol), 2,7-bis-tetramethyl ethylene ketone boric acid ester-3', 6'-bis-normal hexane oxygen base spiral shell [fluorenes-9,9'-xanthene] (157mg, 0.2mmol) add in the flask filling 10ml toluene solvant, by salt of wormwood (2mL after abundant 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 100 DEG C and carries out Suzuki coupling reaction 48h.Subsequently, after cooling, stop polyreaction, drip in flask in 50ml methyl alcohol and carry out sedimentation; Methyl alcohol and normal hexane extracting 24h is used successively after being filtered by apparatus,Soxhlet's.Then be solvent extraction with chloroform to colourless, collect chloroformic solution and be spin-dried for and obtain red powder, after collection, obtain product P 1, productive rate 73% after 50 DEG C of dry 24h under vacuo.
Test result is: Molecular weight (GPC, THF, R.I): M
n=48.7kDa, M
w/ M
n=2.2.
Fig. 1 is the thermogravimetic analysis (TGA) figure containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit 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-light emitting host material 5% of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit
d) be 392 DEG C.
Embodiment 2:
The Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit of the present embodiment, i.e. poly-{ two (4-base-phenyl) diphenyl silane-co-2,7-bis-base-3', 6'-bis-NSC 62789 oxygen base spiral shell [fluorenes-9,9'-xanthene] } (P2) (wherein, R is NSC 62789 base, n=100), its structural formula is as follows:
The preparation process of above-mentioned polymkeric substance is as follows:
Reaction formula is as follows:
Under nitrogen and argon gas gas mixture are protected; by two (4-bromophenyl) diphenyl silane (150mg; 0.3mmol), 2; 7-bis-tetramethyl ethylene ketone boric acid ester-3'; 6'-bis-NSC 62789 oxygen base spiral shell [fluorenes-9; 9'-xanthene] (353mg; 0.3mmol) 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, after fully dissolving, add sodium bicarbonate (3mL, 2mol/L) solution again.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 96h.Subsequently, after cooling, stop polyreaction, in two-mouth bottle, add 40mL methyl alcohol precipitating, after being filtered by apparatus,Soxhlet's, use methyl alcohol and normal hexane extracting 24h successively.Then be solvent extraction with chloroform to colourless, collect chloroformic solution and be spin-dried for and obtain red solid, after collection, obtain product P 2 after 50 DEG C of dry 24h under vacuo.Productive rate is 80%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=103.5kDa, M
w/ M
n=2.0.
Embodiment 3:
The Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit of the present embodiment, i.e. poly-{ two (4-base-phenyl) diphenyl silane-co-2,7-bis-base-3', 6'-dimethoxy spiral shell [fluorenes-9,9'-xanthene] } (P3) (wherein, R is methyl, n=10), its structural formula is as follows:
The preparation process of above-mentioned polymkeric substance is as follows:
Reaction formula is as follows:
Under nitrogen protection, by two (4-bromophenyl) diphenyl silane (150mg, 0.3mmol), 2,7-bis-tetramethyl ethylene ketone boric acid ester-3', 6'-dimethoxy spiral shell [fluorenes-9,9'-xanthene] (213mg, 0.33mmol), palladium (3.5mg, 0.015mmol) He three (o-methyl-phenyl-) phosphine (21mg, 0.06mmol) join in the flask of the DMF filling 12mL, after fully dissolving, add salt of wormwood (3mL, 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.Subsequently, after cooling, stop polyreaction, in flask, add 40mL methyl alcohol precipitating, after being filtered by apparatus,Soxhlet's, use methyl alcohol and normal hexane extracting 24h successively; Then be solvent extraction with chloroform to colourless, collect chloroformic solution and be spin-dried for and obtain red powder, after collection under vacuo after 50 DEG C of dry 24h, be product P 3, productive rate 70%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=12.9kDa, M
w/ M
n=2.4.
Embodiment 4:
The Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit of the present embodiment, i.e. poly-{ two (4-base-phenyl) diphenyl silane-co-2,7-bis-base-3', 6'-bis-n-decyloxy spiral shell [fluorenes-9,9'-xanthene] } (P4) (wherein, R is positive decyl, n=28), its structural formula is as follows:
The preparation process of above-mentioned polymkeric substance is as follows:
Reaction formula is as follows:
Under nitrogen protection; by two (4-bromophenyl) diphenyl silane (150mg; 0.3mmol), 2; 7-bis-tetramethyl ethylene ketone boric acid ester-3'; 6'-bis-n-decyloxy spiral shell [fluorenes-9; 9'-xanthene] (323mg; 0.36mmol), three or two argon benzyl acetone two palladium (9mg; 0.009mmol) with 2-dicyclohexyl phosphine-2 '; 6 '-dimethoxy-biphenyl (29mg, 0.072mmol) joins in the flask of the DMF filling 12mL; sodium bicarbonate (3mL, 2mol/L) solution is added after abundant dissolving.After in flask, logical nitrogen purge gas is about 30min subsequently; Flask is heated to 120 DEG C and carries out Suzuki coupling reaction 36h.Subsequently, after cooling, stop polyreaction, in flask, add 40mL methyl alcohol precipitating, after being filtered by apparatus,Soxhlet's, use methyl alcohol and normal hexane extracting 24h successively; Then be solvent extraction with chloroform to colourless, collect chloroformic solution and be spin-dried for and obtain red powder, after collection under vacuo after 50 DEG C of dry 24h, be product P 4, productive rate is 73%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=35.7kDa, M
w/ M
n=2.3.
Embodiment 5:
The multipolymer Blue-light emitting host material of the present embodiment, i.e. poly-{ two (4-base-phenyl) diphenyl silane-co-2,7-bis-base-3', 6'-bis-n-octyloxy spiral shell [fluorenes-9,9'-xanthene] } (P5) (wherein, R is n-octyl, n=85), its structural formula is as follows:
The preparation process of above-mentioned polymkeric substance is as follows:
Reaction formula is as follows:
Under nitrogen and argon gas gas mixture are protected; by two (4-bromophenyl) diphenyl silane (150mg; 0.3mmol), 2; 7-bis-tetramethyl ethylene ketone boric acid ester-3'; 6'-bis-n-octyloxy spiral shell [fluorenes-9; 9'-xanthene] (252mg; 0.3mmol) add in the two-mouth bottle of 50mL specification with 15mL toluene; after the gas mixture air-discharging passing into nitrogen and argon gas after abundant dissolving is about 20min; then by tetra-triphenylphosphine palladium (8mg; 0.006mmol) add wherein, then add salt of wormwood (3mL, 2mol/L) solution.After the gas mixture air-discharging of fully logical nitrogen and argon gas is about 10min again, two-mouth bottle is joined 90 DEG C and carry out Suzuki coupling reaction 60h.Subsequently, after cooling, stop polyreaction, in two-mouth bottle, add 40mL methyl alcohol precipitating, after being filtered by apparatus,Soxhlet's, use methyl alcohol and normal hexane extracting 24h successively.Then be solvent extraction with chloroform to colourless, collect chloroformic solution and be spin-dried for and obtain red solid, after collection, obtain product P 5 after 50 DEG C of dry 24h under vacuo.Productive rate is 82%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=64.8kDa, M
w/ M
n=2.1.
Embodiment 6:
The present embodiment is organic electroluminescence device, the material of main part of its luminescent layer is the Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit that the present invention obtains, poly-{ two (4-base-phenyl) diphenyl silane-co-2 of preferred embodiment 1,7-bis-base-3', 6'-bis-normal hexane oxygen base spiral shell [fluorenes-9,9'-xanthene] } (representing with P1).
As shown in Figure 2, the structure of this organic electroluminescence device comprises the conductive anode substrate 1 be made up of glass and conductive anode layer (ITO material), and level is PEDOE:PSS in the hole injection layer 2(material on conductive anode layer surface successively), luminescent layer 3(material is poly-{ two (4-base-phenyl) diphenyl silane-co-2, 7-bis-base-3', 6'-bis-normal hexane oxygen base spiral shell [fluorenes-9, 9'-xanthene] } 10% mass percent of adulterating two (4, 6-difluorophenyl pyridinato-N, C2) pyridinecarboxylic closes iridium (III) (FIrpic), be expressed as P1:FIrpic), (material is 1 to electric transmission/hole blocking layer 4, 3, 5-tri-(1-phenyl-1H-benzimidazolyl-2 radicals-Ji) benzene (TPBI)), electron injecting layer 5(material is LiF), cathode layer 6(material is Al).
The concrete grammar that this organic electroluminescence device makes is:
At conductive anode layer (ITO) the spin coating PEDOT:PSS on the surface of the conductive anode substrate through cleaning, obtained hole injection layer;
Then, level evaporation luminescent layer (P1:FIrpic), electric transmission/hole blocking layer (TPBI), electron injecting layer (LiF) cathode layer (Al) successively on hole injection layer surface.
The structure of this organic electroluminescence device also can be expressed as follows:
Glass/ITO(150nm)/PEDOT:PSS (30nm)/P1:FIrpic(20nm)/TPBI (30nm)/LiF (1.5nm)/Al (150nm); Wherein, brace represents laminate structure, numerical value in bracket, is the one-tenth-value thickness 1/10 of each functional layer.
Current versus brightness-the voltage characteristic of this organic electroluminescence device is tested, test completes by with Keithley source measuring system (Keithley2400Sourcemeter, Keithley2000Cuirrentmeter) correcting silicon photoelectric diode, and all measurements all complete in atmosphere at room temperature.Test result shows: the maximum electrical efficiency of device is 9.2cd/A, and high-high brightness is 19470cd/m
2.
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. contain a Blue-light emitting host material for tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit, it is characterized in that, its structure is such as formula as follows:
In formula, R is C
1~ C
20alkyl, n is the integer of 10 ~ 100.
2. the preparation method containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit 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, be dissolve mol ratio during the compd A of 1:1 ~ 1.2 and B are added into containing catalyzer and alkaline solution organic solvent, the mixing solutions obtained carries out Suzuki coupling reaction 12 ~ 96 hours at 70 ~ 130 DEG C, stopped reaction cool to room temperature, separating-purifying reaction solution, obtains the described Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit described in following structural formula:
In formula, R is C
1~ C
20alkyl, n is the integer of 10 ~ 100.
3. the preparation method containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit 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 containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit 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 containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit 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 containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit according to claim 5, it is characterized in that, described mixture is the mixture of palladium and three (o-methyl-phenyl-) 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 containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit 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; Described organic solvent is selected from as at least one in toluene, DMF, tetrahydrofuran (THF).
8., according to the arbitrary described preparation method containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit of claim 2 to 7, it is characterized in that, the temperature of reaction of described Suzuki coupling reaction is 90 ~ 120 DEG C, and the reaction times is 36 ~ 60 hours.
9. the preparation method containing the Blue-light emitting host material of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit according to claim 2, it is characterized in that, described separating-purifying reaction solution comprises:
After Suzuki coupling reaction stops, methyl alcohol precipitating is added in reaction solution, methyl alcohol and normal hexane extracting is used successively after being filtered by apparatus,Soxhlet's, then be that solvent extraction is to colourless with chloroform, collect chloroformic solution and be spin-dried for and obtain powder, after the powder collected under vacuo after 50 DEG C of dry 24h, obtain the described Blue-light emitting host material containing tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit.
10. one kind contains the application of Blue-light emitting host material in organic electroluminescence device luminescent layer of tetraphenyl-silicon and spiral shell [fluorenes-xanthene] unit as claimed in claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310554078.3A CN104629000A (en) | 2013-11-08 | 2013-11-08 | Blue light host material containing tetraphenyl silicon and spiro[fluorine-xanthene] unit, preparation method and applications thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310554078.3A CN104629000A (en) | 2013-11-08 | 2013-11-08 | Blue light host material containing tetraphenyl silicon and spiro[fluorine-xanthene] unit, preparation method and applications thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104629000A true CN104629000A (en) | 2015-05-20 |
Family
ID=53208273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310554078.3A Pending CN104629000A (en) | 2013-11-08 | 2013-11-08 | Blue light host material containing tetraphenyl silicon and spiro[fluorine-xanthene] unit, preparation method and applications thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104629000A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107827853A (en) * | 2017-11-15 | 2018-03-23 | 南京高光半导体材料有限公司 | Blue light-emitting compound, organic electroluminescence device and its application |
-
2013
- 2013-11-08 CN CN201310554078.3A patent/CN104629000A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107827853A (en) * | 2017-11-15 | 2018-03-23 | 南京高光半导体材料有限公司 | Blue light-emitting compound, organic electroluminescence device and its application |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104017174A (en) | Green-light copolymer material as well as preparation method thereof and organic light-emitting device | |
| CN104017186A (en) | Polymer containing tetraphenyl silicane and carbazole unit as well as preparation method and application of the polymer | |
| CN104513374A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104629000A (en) | Blue light host material containing tetraphenyl silicon and spiro[fluorine-xanthene] unit, preparation method and applications thereof | |
| CN104513366A (en) | Polymer blue fluorescence host material containing units of tetraphenyl silicon and dibenzofuran, preparation method and applications thereof | |
| CN104629010A (en) | Copolymer blue-ray host material, as well as preparation method and organic electroluminescent device thereof | |
| CN104513378A (en) | Polymer blue phosphorescence host material containing tetraphenyl silicon and diphenyl phosphine oxide/carbazole units, preparation method and applications thereof | |
| CN104513373A (en) | Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof | |
| CN104513376A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104628999A (en) | Blue light host material containing sulfur dibenzofuran and spiro[fluorine-xanthene] unit, preparation method and applications thereof | |
| CN104292423A (en) | Bipolar copolymer host material, preparation method thereof and organic electroluminescent device | |
| CN104513379A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104592490A (en) | Spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, and preparation method and application thereof | |
| CN103881064B (en) | A kind of bipolarity multipolymer Blue-light emitting host material and preparation method thereof and organic electroluminescence device | |
| CN104292422A (en) | Copolymer blue light host material, preparation method thereof and organic electroluminescent device | |
| CN104629016A (en) | Bipolar blue-ray phosphorescent polymer, as well as preparation method and organic electroluminescent device thereof | |
| CN104513375A (en) | Polymer blue phosphorescence host material containing anthracene-azole and dibenzofuran units, preparation method and applications thereof | |
| CN104017185A (en) | Polymer containing tetraphenyl silicane and triphenylamine unit as well as preparation method and application of polymer | |
| CN104725608A (en) | Copolymer blue-light main body material and preparation method and application thereof | |
| CN104513384A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104725607A (en) | Copolymer blue-light main body material and preparation method and application thereof | |
| CN104629015A (en) | Bipolar blue-ray phosphorescent polymer, as well as preparation method and organic electroluminescent device thereof | |
| CN104513365A (en) | Bipolar blue phosphorescence host material, preparation method, and applications thereof | |
| CN104513380A (en) | Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof | |
| CN104725605A (en) | Copolymer blue-light main body material and preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20150520 |
|
| WD01 | Invention patent application deemed withdrawn after publication |