CN104513380A - Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof - Google Patents
Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof Download PDFInfo
- Publication number
- CN104513380A CN104513380A CN201310445317.1A CN201310445317A CN104513380A CN 104513380 A CN104513380 A CN 104513380A CN 201310445317 A CN201310445317 A CN 201310445317A CN 104513380 A CN104513380 A CN 104513380A
- Authority
- CN
- China
- Prior art keywords
- polymkeric substance
- main part
- emitting phosphor
- phosphor material
- blue emitting
- 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
- 0 O*(C1CC=CCC1)C1=CC=CCC1 Chemical compound O*(C1CC=CCC1)C1=CC=CCC1 0.000 description 8
- ZODGVBOIYNEWEF-FTUUDDCASA-N CC/C=C(\C=[IH])/P(C1=CC=CC2=C[C@@H]12)(c(cc1)ccc1NC1=CC=[I]C(Br)=C1)=O Chemical compound CC/C=C(\C=[IH])/P(C1=CC=CC2=C[C@@H]12)(c(cc1)ccc1NC1=CC=[I]C(Br)=C1)=O ZODGVBOIYNEWEF-FTUUDDCASA-N 0.000 description 2
Landscapes
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
The invention belongs to the field of organic electroluminescent materials, and discloses a polymer blue phosphorescence host material containing a carbazole unit, a preparation method and applications thereof. The structural formula of the host material is represented in the description, wherein in the formula, the R represents a C1-C20 alkyl group, and n is an integer in a range of 22 to 85. In the provided host material, the carbazole has large planar rigidity, thus the compounds containing a carbazole unit have good thermal stability and an excellent hole transmission property, and moreover, the phenyl ring is modified by a diphenylphosphine oxide group in order to improve the triplet state energy level and electron mobility of the material. Fluorene has a planar biphenyl structure, which has large rigidity, so the compounds having a fluorene structure have high thermal stability. Furthermore, the 9th position of fluorene is modified by carbazole and a phenyl group so as to improve the hole transmission performance and triplet state energy level of fluorene. The efficiency of organic electroluminescent devices can be improved by introducing fluorene derivatives into the polycarbazole main chain.
Description
Technical field
The present invention relates to field of organic electroluminescent materials, particularly relate to a kind of polymkeric substance blue emitting phosphor material of main part containing carbazole 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, to avoid burying in oblivion of triplet state-triplet state, some phosphorescent emissions efficiency can be improved.But the luminous efficiency of this phosphor material is low.
Summary of the invention
It is higher preferably containing the polymkeric substance blue emitting phosphor material of main part of carbazole unit that problem to be solved by this invention is to provide a kind of luminous efficiency.
Technical scheme of the present invention is as follows:
Polymkeric substance blue emitting phosphor material of main part containing carbazole unit provided by the invention, its structure is such as formula shown:
In formula, R is C
1~ C
20alkyl, n is the integer of 22 ~ 85.
The present invention also provides a kind of preparation method of the polymkeric substance blue emitting phosphor material of main part containing carbazole unit described above, comprises the steps:
The compd A providing following structural formula to represent respectively and B,
Under oxygen-free environment, be after the organic solvent dissolution that is added into containing catalyzer and alkaline solution of the compd A of 1:1 ~ 1.2 and B by mol ratio, Suzuki coupling reaction is carried out 12 ~ 96 hours at 70 ~ 130 DEG C, stopped reaction cool to room temperature, separating-purifying reaction solution, obtains the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit that following structural formula represents:
Wherein, R is C
1~ C
20alkyl, n is the integer of 22 ~ 85.
In the preparation method of the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit, described catalyzer is bis-triphenylphosphipalladium palladium dichloride or tetra-triphenylphosphine palladium; Or described catalyzer is mol ratio is the organic palladium of 1:4 ~ 8 and the mixture of organophosphorus ligand, and 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; The mol ratio of described catalyzer and described compd A is 1:20 ~ 1:100.
In the preparation method of the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit, described alkaline solution is selected from least one in sodium carbonate solution, solution of potassium carbonate and sodium hydrogen carbonate solution, and in alkaline solution, the mol ratio of alkali solute and compd A is 20:1.
In the preparation method of the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit, described organic solvent is selected from least one in toluene, DMF, tetrahydrofuran (THF).
In the preparation method of the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit, Suzuki coupling reaction, preferable reaction temperature is 90 ~ 120 DEG C, and the reaction times is 24 ~ 72 hours.
In the preparation method of the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit, the oxygen-free environment of one or both compositions in described oxygen-free environment preferred nitrogen, argon gas.
In the preparation method of the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit, separating-purifying reaction solution comprises:
After reaction stops, in reaction solution, add methyl alcohol carry out precipitating, then methyl alcohol and normal hexane extracting is used successively after the reaction solution after filtering precipitating by apparatus,Soxhlet's, then be solvent extracting again with chloroform, collect chloroformic solution and be spin-dried for, obtain red powder, the red powder after collection is 50 DEG C of dry 24h under vacuo, obtain the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit.
The present invention also provides the above-mentioned application of polymkeric substance blue emitting phosphor material of main part in organic electroluminescence device luminescent layer containing carbazole unit.
Of the present invention containing in the polymkeric substance blue emitting phosphor material of main part of carbazole unit, carbazole has larger planar rigidity, therefore the compound containing carbazole structure has good thermostability and hole transport performance, phenyl ring is modified the triplet and the electronic mobility that improve material through diphenyl phosphine oxygen groups; Fluorenes is plane biphenyl structural, and this structure has larger rigidity, and therefore fluorene structured compound also has higher thermostability, and 9, by carbazole and phenyl modification, improve hole transport performance and the triplet of fluorenes; By introducing the raising that fluorene derivatives is conducive to the efficiency of organic electroluminescence device on polycarbazole main chain.
The preparation method of the above-mentioned polymkeric substance blue emitting phosphor material of main part containing carbazole 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; And obtained material structure is novel, solubility property is good, and film forming properties is excellent, and thermostability is high, is applicable to organic electroluminescence device.This material has higher electroluminescent efficiency.
Accompanying drawing explanation
Fig. 1 is the thermogravimetic analysis (TGA) figure of the polymkeric substance blue emitting phosphor material of main part containing carbazole unit that embodiment 1 obtains;
Fig. 2 is the organic electroluminescence device structural representation of embodiment 6.
Embodiment
In order to understand the content of patent of the present invention better, further illustrate technology case of the present invention 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 and compd B are all purchased from scientific and technological in lark prestige.
Embodiment 1: the polymkeric substance blue emitting phosphor material of main part containing carbazole unit of the present embodiment, namely { 2 are gathered, 7-bis-base-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-normal hexane oxygen base phenyl) fluorenes-co-2,7-bis-base-9-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole } (P1) (wherein, R is normal hexane base, n=41), 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 2,7-bis-tetramethyl ethylene ketone boric acid ester-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-normal hexane oxygen base phenyl) fluorenes (167mg, 0.2mmol), 2, the bromo-9-of 7-bis-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole (120mg, 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 bis-triphenylphosphipalladium palladium dichloride (5.6mg, 0.008mmol) is added; 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 that solvent extraction is extremely colourless with chloroform, collect chloroformic solution and be spin-dried for obtain red powder, after collection, 50 DEG C of dry 24h obtain product P 1 under vacuo, productive rate 78%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=63.2kDa, M
w/ M
n=2.2.
Fig. 1 is the thermogravimetic analysis (TGA) figure of the polymkeric substance blue emitting phosphor material of main part containing carbazole unit that embodiment 1 obtains; Wherein, thermogravimetic analysis (TGA) is completed by the measurement of Perkin-Elmer Series7 Thermo System, and measurement completes in atmosphere at room temperature.As shown in Figure 1, containing the thermal weight loss temperature (T of the polymkeric substance blue emitting phosphor material of main part 5% of carbazole unit
d) be 467 DEG C.
Embodiment 2: the polymkeric substance blue emitting phosphor material of main part containing carbazole unit of the present embodiment, namely { 2 are gathered, 7-bis-base-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-first alkoxyl phenyl) fluorenes-co-2,7-bis-base-9-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole } (P2) (wherein, R is methyl, n=67), 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 2, 7-bis-tetramethyl ethylene ketone boric acid ester-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-first alkoxyl phenyl) fluorenes (230mg, 0.3mmol), 2, the bromo-9-of 7-bis-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole (180mg, 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, sodium bicarbonate (3mL is added again after abundant dissolving, 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 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 86%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=70.1kDa, M
w/ M
n=2.1.
Embodiment 3: the polymkeric substance blue emitting phosphor material of main part containing carbazole unit of the present embodiment, namely { 2 are gathered, 7-bis-base-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-NSC 62789 oxygen base phenyl) fluorenes-co-2,7-bis-base-9-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole } (P3) (wherein, R is NSC 62789 base, n=56), 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 2, 7-bis-tetramethyl ethylene ketone boric acid ester-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-NSC 62789 oxygen base phenyl) fluorenes (310mg, 0.3mmol), 2, the bromo-9-of 7-bis-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole (198mg, 0.33mmol), 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.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 75%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=76.7kDa, M
w/ M
n=2.2.
Embodiment 4: the polymkeric substance blue emitting phosphor material of main part containing carbazole unit of the present embodiment, namely { 2 are gathered, 7-bis-base-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-normal butane oxygen base phenyl) fluorenes-co-2,7-bis-base-9-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole } (P4) (wherein, R is normal butane base, n=22), 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 2, 7-bis-tetramethyl ethylene ketone boric acid ester-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-normal butane oxygen base phenyl) fluorenes (242mg, 0.3mmol), 2, the bromo-9-of 7-bis-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole (216mg, 0.36mmol), 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 bicarbonate (3mL is added after abundant dissolving, 2mol/L) solution.After in flask, logical nitrogen purge gas is about 30min subsequently; Flask is heated to 120 DEG C and carries out Suzuki coupling reaction 24h.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=14.6kDa, M
w/ M
n=2.4.
Embodiment 5:
The polymkeric substance blue emitting phosphor material of main part containing carbazole unit of the present embodiment, namely { 2 are gathered, 7-bis-base-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-n-dodecane oxygen base phenyl) fluorenes-co-2,7-bis-base-9-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole } (P5) (wherein, R is dodecyl, 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 2, 7-bis-tetramethyl ethylene ketone boric acid ester-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-n-dodecane oxygen base phenyl) fluorenes (331mg, 0.3mmol), 2, the bromo-9-of 7-bis-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole (216mg, 0.36mmol) 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, add salt of wormwood (3mL again, 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 72h.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 80%.
Test result is: Molecular weight (GPC, THF, R.I): M
n=98.4kDa, M
w/ M
n=2.0.
Embodiment 6:
Originally organic electroluminescence device is embodied as, its polymkeric substance blue emitting phosphor material of main part containing carbazole unit obtained with the present invention, what preferred embodiment 1 was obtained gathers { 2,7-bis-base-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-normal hexane oxygen base phenyl) fluorenes-co-2,7-bis-base-9-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole } as the material of main part of luminescent layer, the polymkeric substance blue emitting phosphor material of main part containing carbazole unit that embodiment 2 to 5 can certainly be adopted obtained is as the material of main part of luminescent layer.
As shown in Figure 2, this organic electroluminescence device comprises the substrate 1 be made up of glass and the conductive anode layer (ITO) that is layered in glass surface, and the hole injection layer 2(material being sequentially laminated on conductive anode layer surface is PEDOE:PSS), luminescent layer 3(material is poly-{ 2, 7-bis-base-9-(2 '-Ji-9 '-phenyl carbazole)-9-(4 '-normal hexane oxygen base phenyl) fluorenes-co-2, 7-bis-base-9-(4-(diphenyl phosphine oxygen base) phenyl)-9H-carbazole } (representing with P1) as two (4 of material of main part doping 10wt%, 6-difluorophenyl pyridinato-N, C2) pyridinecarboxylic closes the mixing material that iridium (III) (FIrpic) forms, 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 lithium fluoride) and cathode layer 6(material be aluminium).
The concrete grammar that electroluminescent device makes is: spin coating hole injection layer 2(PEDOE:PSS successively in the conductive anode layer (ITO) of the substrate 1 through cleaning); Then stack gradually evaporation luminescent layer 3(P1:FIrpic on hole injection layer surface), electric transmission/hole blocking layer 4(TPBI), electron injecting layer 5(LiF) and cathode layer 6(Al); Wherein, the thickness of each functional layer is respectively: the ITO layer (150nm) of substrate 1, hole injection layer 2 (30nm), luminescent layer 3 (20nm), electric transmission/hole blocking layer 4 (30nm), electron injecting layer 5 (1.5nm), cathode layer 6 (150nm).
The structure of this organic electroluminescence device can be expressed as: ITO/PEDOE:PSS/P1:FIrpic/TPBI/LiF/Al; Wherein, brace represents laminate structure.
Known to organic electroluminescence device current versus brightness-voltage characteristic test, the maximum current efficiency of this organic electroluminescence device is 12.7cd/A, and high-high brightness is 24180cd/m
2; Wherein, the test of current versus brightness-voltage characteristic is by with under the Keithley source measuring system (Keithley 2400Sourcemeter, Keithley 2000 Cuirrentmeter) of corrected silicon photoelectric diode, complete in atmosphere at room temperature.
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 polymkeric substance blue emitting phosphor material of main part for carbazole unit, it is characterized in that, its structural formula is as follows:
In formula, R is C
1~ C
20alkyl, n is the integer of 22 ~ 85.
2. a preparation method for the polymkeric substance blue emitting phosphor material of main part containing carbazole unit as claimed in claim 1, is characterized in that, comprise the steps:
The compd A providing following structural formula to represent respectively and B,
Under oxygen-free environment, be after the organic solvent dissolution that is added into containing catalyzer and alkaline solution of the compd A of 1:1 ~ 1.2 and B by mol ratio, Suzuki coupling reaction is carried out 12 ~ 96 hours at 70 ~ 130 DEG C, stopped reaction cool to room temperature, separating-purifying reaction solution, obtains the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit that following structural formula represents:
Wherein, R is C
1~ C
20alkyl, n is the integer of 22 ~ 85.
3. the preparation method of the polymkeric substance blue emitting phosphor material of main part containing carbazole unit according to claim 2, it is characterized in that, described catalyzer is bis-triphenylphosphipalladium palladium dichloride or tetra-triphenylphosphine palladium, and the mol ratio of described catalyzer and described compd A is 1:20 ~ 1:100.
4. the preparation method of the polymkeric substance blue emitting phosphor material of main part containing carbazole unit according to claim 2, it is characterized in that, described catalyzer is mol ratio is the organic palladium of 1:4 ~ 8 and the mixture of organophosphorus ligand, and the mol ratio of described catalyzer and described compd A is 1:20 ~ 1:100.
5. the preparation method of the polymkeric substance blue emitting phosphor material of main part containing carbazole 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 of the polymkeric substance blue emitting phosphor material of main part containing carbazole 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, and in alkaline solution, the mol ratio of alkali solute and compd A is 20:1.
7., according to the preparation method of the arbitrary described polymkeric substance blue emitting phosphor material of main part containing carbazole unit of claim 2 to 6, it is characterized in that, described organic solvent is selected from least one in toluene, DMF, tetrahydrofuran (THF).
8., according to the preparation method of the arbitrary described polymkeric substance blue emitting phosphor material of main part containing carbazole unit of claim 2 to 6, it is characterized in that, the temperature of reaction of Suzuki coupling reaction is 90 ~ 120 DEG C, and the reaction times is 24 ~ 72 hours.
9. the preparation method of the polymkeric substance blue emitting phosphor material of main part containing carbazole unit according to claim 2, it is characterized in that, separating-purifying reaction solution comprises:
After reaction stops, in reaction solution, add methyl alcohol carry out precipitating, then methyl alcohol and normal hexane extracting is used successively after the reaction solution after filtering precipitating by apparatus,Soxhlet's, then be solvent extracting again with chloroform, collect chloroformic solution and be spin-dried for, obtain red powder, the red powder after collection is 50 DEG C of dry 24h under vacuo, obtain the described polymkeric substance blue emitting phosphor material of main part containing carbazole unit.
10. the application of polymkeric substance blue emitting phosphor material of main part in organic electroluminescence device luminescent layer containing carbazole unit according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310445317.1A CN104513380A (en) | 2013-09-26 | 2013-09-26 | Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310445317.1A CN104513380A (en) | 2013-09-26 | 2013-09-26 | Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104513380A true CN104513380A (en) | 2015-04-15 |
Family
ID=52789273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310445317.1A Pending CN104513380A (en) | 2013-09-26 | 2013-09-26 | Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104513380A (en) |
-
2013
- 2013-09-26 CN CN201310445317.1A patent/CN104513380A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104017174A (en) | Green-light copolymer material as well as preparation method thereof and organic light-emitting device | |
| CN104513374A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104017565A (en) | Bipolar blue-phosphorescence material, preparation method thereof and organic electroluminescent device | |
| CN104513373A (en) | Polymer blue phosphorescence host material containing carbazole 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 | |
| CN104513378A (en) | Polymer blue phosphorescence host material containing tetraphenyl silicon and diphenyl phosphine oxide/carbazole units, preparation method and applications thereof | |
| CN104513376A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104513379A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104629010A (en) | Copolymer blue-ray host material, as well as preparation method and organic electroluminescent device thereof | |
| CN104513380A (en) | Polymer blue phosphorescence host material containing carbazole unit, preparation method and applications thereof | |
| CN104292423A (en) | Bipolar copolymer host material, preparation method thereof and organic electroluminescent device | |
| CN104592490A (en) | Spiro[fluorene-xanthene] and triphenylamine unit copolymer blue-light host material, and preparation method and application thereof | |
| CN104629000A (en) | Blue light host material containing tetraphenyl silicon and spiro[fluorine-xanthene] unit, preparation method and applications thereof | |
| CN104292436A (en) | Bipolar blue light emitting host material, preparation method thereof and organic electroluminescent device | |
| CN104292422A (en) | Copolymer blue light host material, preparation method thereof and organic electroluminescent device | |
| CN103881064B (en) | A kind of bipolarity multipolymer Blue-light emitting host material and preparation method thereof and organic electroluminescence device | |
| CN103804647A (en) | Copolymer blue light host material containing carbazole-fluorene unit and preparation method and application thereof | |
| CN103804642A (en) | Copolymer blue light host material containing phenothiazine and carbazole-fluorene units as well as preparation method and application thereof | |
| CN104017179A (en) | Bipolar blue-phosphorescence material, preparation method thereof and organic electroluminescent device | |
| CN104513384A (en) | Bipolar polymer blue light host material, preparation method and applications thereof | |
| CN104513383A (en) | Bipolar blue phosphorescence host material, preparation method and applications thereof | |
| CN104513375A (en) | Polymer blue phosphorescence host material containing anthracene-azole and dibenzofuran units, preparation method and applications thereof | |
| CN104513365A (en) | Bipolar blue phosphorescence host material, preparation method, and applications thereof | |
| CN104513363A (en) | Bipolar blue phosphorescence host material, preparation method and applications thereof | |
| CN104513371A (en) | Bipolar polymer blue light host material, preparation method and applications thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20150415 |