CN101974145A - Conjugated polymer material of fluorene and perylene and preparation method thereof - Google Patents
Conjugated polymer material of fluorene and perylene and preparation method thereof Download PDFInfo
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Abstract
The invention relates to a conjugated polymer material of fluorene and perylene and a preparation method thereof. The material can be applied to the field of plastic electronics of a polymer electroluminescence material, a polymer integrated circuit, a polymer solar battery, a polymer thin film transistor, polymer dye laser, a polymer non-linear optical material, a fluorescence probe and the like. The polymer combines the two high-performance systems of the fluorene and the perylene by utilizing a copolymerization strategy and has the following advantages: (1) low cost of raw materials, and simple and convenient synthesis method; and (2) good dissolubility, heat stability and rheological property, obvious enhancement of hole injection capacity, hole transmission capacity and electronic transmission capacity, no requirement of a hole injection layer, a hole transmission layer and an electronic transmission layer in an electroluminescence device, and technology simplification of the device. Moreover, the electroluminescence device prepared by the material of the invention can obtain satisfactory results on the aspects of the luminance, the luminous efficiency, the voltage resistance stability and the like.
Description
Technical field
The present invention is specially conjugated polymer material of fluorenes and flower and preparation method thereof, and such material can be applicable to organic electronics such as polymer electroluminescence material, polymkeric substance unicircuit, polymer solar battery, polymer thin film transistors, polymer laser, polymkeric substance nonlinear optical material and fluorescent probe and learns the field.
Background technology
In recent decades, the rapid development of inorganic semiconductor device has greatly promoted the fast development of whole electronic information technology.Under the promotion of More's law, semi-conductor industry constantly satisfies the raising of chip performance and the decline of cost with the way of reduction of device size to improve integrated level, but chip size can not be infinitely small, and conventional semiconductor device such as transistor technology have closed on the limit.Under this background, polymer semiconductor's material has formed plastic electronic gradually and has learned this forward position cross discipline because distinctive viscous-elastic behaviour, thermal stability, be easy to adopt solution spin coating and spray ink Printing working method to prepare advantage such as thin-film semiconductor device and be subjected to the special concern of science and industrial community.The most promising three kinds of semiconducter device were polymer electroluminescent device [Burroughes JH during plastic electronic was learned, Bradley DDC, Brown AB, Marks RN, Mackay K, Friend RH, Burn PL, Holmes AB.Nature 1990,347,539.BrownD, Heeger AJ.Appl Phys Lett1991,58,1982], polymer solar battery [Yu G., Zhang C and Heeger A J.Appl Phys Lett1994,64,1540] and polymer thin film transistors [Tsumura A.Koezuka H, and Ando T.Appl Phys Lett 1986,49,1210].
Fluorenes class conjugated polymers is one of most important polymer semiconductor material, and Chou Huan Ting perylene is because the reason of big planar conjugate has good photoelectric characteristics such as high-luminous-efficiency and high carrier mobility.In research process, we obtain a series of conjugated polymers with hydrocarbon with condensed rings flower and fluorenes copolymerization.Wu is with the conjugated polymer material of perylene has had the advantage of hydrocarbon with condensed rings and fluorene copolymer concurrently, have high carrier mobility and high-luminous-efficiency, the characteristics of high thermal stability also are convenient to the injection and the charge separation of current carrier simultaneously, thereby are suitable for the semiconductor material in plastic electronic.Up to the present, there is no pertinent literature and patent report both at home and abroad.
Summary of the invention
Technical problem: the present invention proposes a class and be used for the Wu of efficient and long life with conjugated polymer material of perylene and preparation method thereof.Chou Huan Ting perylene and fluorenes copolymerization are obtained a series of conjugated polymers, modify thermal characteristics, viscoelastic property and the photoelectric properties of regulating material by chemical structure.Study such material simultaneously and learn the application in field at plastic electronics such as polymer electroluminescence material, polymkeric substance unicircuit, polymer solar battery, polymkeric substance effect pipe, dye laser, polymkeric substance nonlinear optical material and fluorescent probes.
Technical scheme:
One, the present invention adopts the method for Suzuki alternating copolymerization to prepare fluorenes with the conjugated polymer material of perylene, and this material has one of following two kinds of structures:
Polymer architecture I
R wherein
1And R
2Be that carbonatoms is 6～18 alkyl; M numerical value is 1,2 or 3; N represents polymkeric substance, and polymericular weight is 16000～380000; Represent another the position of substitution * in the chemical structural formula number,
Polymer architecture II
R
3And R
4For carbonatoms is 6～18 alkyl or is alkoxyl group, wherein the carbonatoms of alkyl is 6～18; M numerical value is 1,2 or 3; N represents polymkeric substance, and polymericular weight is 16000～380000.
The preparation method of polymer architecture I is:
The preparation method of the two boric acid esters of Dan Ti perylene is as follows:
Step C1 is the step of the two boric acid ester PRB of synthetic Dan Ti perylene, by butyllithium displacement lithiumation halogen atom, adds methyl-borate, and acid hydrolysis then generates boric acid, uses 1 then, and the ammediol esterification promptly gets boric acid ester; Perhaps behind butyllithium displacement lithiumation halogen atom, directly add corresponding boric acid ester;
Step C2, C3 and C4 are similar, the method for employing be the two boric acid ester PRB of Suzuki polyreaction ， perylene respectively with dibromo fluorenes monomer M 1, M2 and M3 by amount of substance reaction such as 1: 1, reaction conditions is Ph (PPh
3)
4/ K
2CO
3/ toluene, wherein Ph (PPh
3)
4Expression four (triphenylphosphineization) palladium adds phase-transfer catalyst quaternary ammonium salt, quaternary ammonium hydroxide and crown ether in the reaction;
M1 wherein, the chemical structure of M2 and M3 is as follows respectively
The preparation method of the conjugated polymer material of described fluorenes and flower is characterized in that the preparation method of polymer architecture II is:
Step C5, C6 and C7 are similar, the method for employing be the two boric acid ester PRB of Suzuki polyreaction ， perylene respectively with dibromo fluorenes monomer DPM1, DPM2 and DPM3 by amount of substance reaction such as 1: 1, reaction conditions is Ph (PPh
3)
4/ K
2CO
3/ toluene, wherein Ph (PPh
3)
4Expression four (triphenylphosphineization) palladium adds phase-transfer catalyst quaternary ammonium salt, quaternary ammonium hydroxide and crown ether in the reaction;
The chemical structural formula of DPM1, DPM2 and DPM3 is as follows
The application of the conjugated polymer material of fluorenes and perylene is that such conjugated polymers thing material is used as PLEDs device luminescent layer material or as device, electronics or the hole carrier transport material of the material of main part of the material of main part of white light and phosphorescence, or be used for the polymkeric substance unicircuit, the polymer laser material, the semiconductor material of polymer thin film transistors, the polymer solar battery material, the polymkeric substance nonlinear optical material.
Three, polymer materials characterizes and uses
Characterized the structure of material by nucleus magnetic resonance (NMR), gel chromatography (GPC), tested the thermostability of material by thermogravimetric analysis and differential thermal analysis, measure its spectral quality by ultraviolet and fluorometric analysis, characterized their electrochemical properties by cyclic voltammetry.
On this basis, primary design device to estimate Wu with the various light emission behaviors of the conjugated polymers of perylene.Device is at the luminescent properties of the injection of current carrier and transmission performance, material, Subjective and Objective transmission ofenergy behavior during as white light and phosphorescent light body material, and the light amplification behavior designs and studies.Transparent anode is produced on on glass or the plastic, the spin coating hole is injected and transport material on conductive layer then, again with the polymkeric substance spin coating among the present invention thereon as luminescent layer or doped body material, spin coating one deck electron transfer layer again, last evaporation negative electrode.Experimental result shows: Wu with the conjugated polymers of perylene can be used as current carrier injection and transport material, luminescent material and white light and the phosphorescent light body material of high comprehensive performance.In addition, such polymer materials can be applied to plastic electronics such as polymkeric substance unicircuit, polymer solar battery, polymkeric substance field effect transistor, dye laser, polymkeric substance nonlinear optical material and fluorescent probe and learn the field.
Beneficial effect: major advantage of the present invention is:
1. synthesis technique is simple, and the raw material cheapness is therefore with low cost.
2. the big planar conjugate effect of You Yu perylene exists, and has improved the injection and the transmittability in hole effectively, has also improved device efficiency simultaneously, and may be used for current carrier injection or transport layer material.
3. modify thermal characteristics, viscoelastic property and the photoelectric properties of regulating material by chemical structure.Thereby make the high-luminous-efficiency of hydrocarbon with condensed rings and high mobility be able to effective combination with the fluorenes class material especially high stability of 9 Diarylfluorene materials.
4. effectively regulate fluorescence emission spectrum and triplet, thereby formed good material of main part.
5. have high carrier transport ability, be suitable for as transport material and thin-film-transistor material.
6. have tangible light amplification phenomenon, be suitable for as the organic laser material.
Description of drawings
Fig. 1. the solution of polymer P DOFPE and solid-state absorption, emmission spectrum, considerable change does not take place in spectrum after 150 ℃ of annealing under nitrogen atmosphere.
Fig. 2. the solution of polymer P DAOPF-PE and solid-state absorption, emmission spectrum, considerable change does not take place in spectrum after 150 ℃ of annealing under nitrogen atmosphere.
Fig. 3. the electroluminescent properties of polymer P DOFPE.
Fig. 4. the electroluminescent spectrum of polymer P DOFPE.
Fig. 5. the electroluminescent properties of polymer P DAOPF-PE.
Embodiment
Wu of the present invention is with the conjugated polymer material of perylene has one of following two all structures:
Polymer architecture I
R wherein
1And R
2Be that carbonatoms is 6～18 alkyl, R
1And R
2Can be identical, also can be different; M numerical value is 1,2 or 3; N represents polymkeric substance, and polymericular weight is 16000～380000, and * represents another replacement mode.
Polymer architecture II
R wherein
3And R
4Be that carbonatoms is 6～18 alkyl, R
3And R
4Can be identical, also can be different; M numerical value is 1,2 or 3; N represents polymkeric substance, and polymericular weight is 16000～380000, and * represents another replacement mode.
In order to understand the content of patent of the present invention better, further specify technical scheme of the present invention below by specific embodiment.Comprise that specifically synthetic, photoelectric properties are measured and the device preparation.But these embodiment do not limit the present invention.
Embodiment 1: synthetic (m=1, wherein alkyl is a n-octyl) of polymer architecture I 1
Poly-[(9,9-di-n-octyl fluorenes-2,7-two bases)-alt-co-(perylene-1,6 (8)-two bases)] (PDOFPE).2,7-two bromo-9,9-dioctyl fluorene (M1) (5.4844g, 1.0mmol), 3, (0.4201g 1.0mmol) is placed in the 100mL flask that is placed with stirrer in advance 10-Er Xiu perylene boric acid ester (PRB), vacuumize, behind the logical nitrogen three times, (20mL) squeezes into flask with syringe with deoxygenated toluene.After mixture heating up to 80 a ℃ stirring treats that monomer dissolves fully, under anaerobic state, add four (triphenyl phosphatization) palladium (Pd (PPh by syringe
3)
4) (0.01mmol) toluene solution (10mL), squeeze into the saturated 2M sodium carbonate solution (5mL) of oxygenless nitrogen with syringe again.System is warming up to 90 ℃ then, behind the reaction 48h, add phenylo boric acid (1.2g, 0.1mmol) reaction 12h removes the bromine end of multipolymer with envelope, (10mmol) reaction 12h removes the boric acid ester end of multipolymer and removes unnecessary phenylo boric acid with envelope for 1mL, 1.5g to add bromobenzene again.After the system cooling, add hydrazine hydrate and stir 24h, separatory, organic phase adds 100mL methyl alcohol/deionized water (9: 1) sedimentation and goes out precipitation.Filter, precipitation is washed with methyl alcohol continuously, washes, and then washes with methyl alcohol.Last solid adopts Soxhlet extractor (Soxhlet extraction), and solvent is an acetone, obtains faint yellow solid (0.46g, 71%) behind the extracting 48h
1HNMR(400MHz，CDCl
3)δ(ppm)：8.53(s，6H)；8.05(s，4H)；8.10(s，2H)；7.82(s，4)；1.96-2.36(broad，4H)；1.15-1.46(m，24H)；0.90-1.03(m，4H)；0.64-0.88(m，6H).Anal.Calcd.C，91.56；H，8.44.found?C，91.50；H，8.49.
This polymer chemistry structural formula is
Polymer P DOFP is dissolved among the THF, adopts gel chromatography (THF is an eluent) to measure the molecular weight of polymkeric substance.Number-average molecular weight (Mn) is 56590, and weight-average molecular weight (Mw) is 81200, and polydispersity coefficient is respectively 1.43.
Embodiment 2: the solution of polymer P DOFPE (product among the embodiment 1) and the absorption spectrum of film, photoluminescence spectra is measured.
PDOFPE is dissolved in the tetrahydrofuran solution, adopts Tianjin, island UV-3150 ultraviolet-visual spectrometer and RF-530XPC fluorescence spectrophotometer to carry out absorption spectrum and emission spectrometry.Photoluminescence spectra is that the maximum absorption wavelength by uv-absorbing excites.Solid film is by forming drips of solution after solvent evaporates on the transparent glass sheet.The fluorescence quantum efficiency of solution be by in hexanaphthene 10
-69 of M, 10-dibenzanthracene solution (quantum yield is 0.9) is measured as standard, and observed value is 76%.
PDOFPE solution is in the wavelength region greater than 300nm, and maximum absorption band is 423nm, and absorption peak is comparatively level and smooth, and the photoluminescence spectra emission maximum is 487nm.The maximum absorption wavelength of solid film is 429nm, and maximum emission wavelength is 509nm.150 ℃ of annealing are after 24 hours under nitrogen atmosphere, and the absorption and the emmission spectrum of solid film there is no considerable change, specifically see accompanying drawing 1.
When m=2 and m=3, the unitary conjugation degree of You Yu perylene is greater than the fluorenes unit among the polymer architecture I, from polymkeric substance I 1B to polymkeric substance I 2B and effective unit number of polymkeric substance I 3B ， perylene reduce thereby spectrum blue shift slightly.Difference in addition is the solubleness in solution, and the difference of corresponding viscoelastic property and processing characteristics.
Embodiment 3: synthetic (m=1, the wherein R of polymer architecture II 1
3And R
4Identical, be all 2-ethylhexyl oxygen base)
Poly-[(9,9-two ((4-(2-ethylhexyl oxygen base) phenyl)-fluorenes-2,7-two bases)-alt-co-(flower-3,10-two bases)] (PDAOPF-PE).2,7-two bromo-9,9-two (4-(2-ethylhexyl oxygen base) phenyl) fluorenes (DPM1) (0.733g, 1.0mmol), 3,10-Er Xiu perylene boric acid ester (PRB) (0.4201g, 1.0mmol) be placed in the 100mL flask that is placed with stirrer in advance, vacuumize, behind the logical nitrogen three times, (20mL) squeezes into flask with syringe with deoxygenated toluene.After mixture heating up to 80 a ℃ stirring treats that monomer dissolves fully, under anaerobic state, add four (triphenyl phosphatization) palladium (Pd (PPh by syringe
3)
4) (0.01mmol) toluene solution (10mL), squeeze into the saturated 2M sodium carbonate solution (5mL) of oxygenless nitrogen with syringe again.System is warming up to 90 ℃ then, behind the reaction 48h, add phenylo boric acid (1.2g, 0.1mmol) reaction 12h removes the bromine end of multipolymer with envelope, (10mmol) reaction 12h removes the boric acid ester end of multipolymer and removes unnecessary phenylo boric acid with envelope for 1mL, 1.5g to add bromobenzene again.After the system cooling, add hydrazine hydrate and stir 24h, separatory, organic phase adds 100mL methyl alcohol/deionized water (9: 1) sedimentation and goes out precipitation.Filter, precipitation is washed with methyl alcohol continuously, washes, and then washes with methyl alcohol.Last solid adopts Soxhlet extractor (Soxhlet extraction), and solvent is an acetone, obtains faint yellow solid (0.41g, 64%) behind the extracting 48h.
1HNMR(400MHz，CDCl
3)δ(ppm)：8.21-8.45(m，4H)；7.96-8.21(m，6H)；7.80-7.89(m，4H)；7.36-7.49(broad，4H)；6.81-6.95(s，4H)；3.85-3.42(broad，4H)；1.56-1.78(m，2H)；1.14-1.52(m，16H)；0.76-0.98(broad，10H).Anal.Calcd.，87.46；H，7.79.found?C，87.41；H，7.91.
Polymer P DAOPF-PE is dissolved among the THF, adopts gel chromatography (THF is an eluent) to measure the molecular weight of polymkeric substance.Number-average molecular weight (Mn) is 46900, and weight-average molecular weight (Mw) is 88200, and polydispersity coefficient is respectively 1.88.
This polymer chemistry structural formula is as follows:
Embodiment 4: the solution of polymer P DAOPF-PE (product among the embodiment 4) and the absorption spectrum of film, photoluminescence spectra is measured.
PDAOPF-PE is dissolved in the tetrahydrofuran solution, adopts Tianjin, island UV-3150 ultraviolet-visual spectrometer and RF-530XPC fluorescence spectrophotometer to carry out absorption spectrum and emission spectrometry.Photoluminescence spectra is that the maximum absorption wavelength by uv-absorbing excites.Solid film is by forming drips of solution after solvent evaporates on the transparent glass sheet.The fluorescence quantum efficiency of solution be by in hexanaphthene 10
-69 of M, 10-dibenzanthracene solution (quantum yield is 0.9) is measured as standard, and observed value is 79%.
PDAOPF-PE solution is in the wavelength region greater than 300nm, and maximum absorption band is 412nm, and absorption peak is comparatively level and smooth, and the photoluminescence spectra emission maximum is 466nm.The maximum absorption wavelength of solid film is 428nm, and maximum emission wavelength is 507nm.150 ℃ of annealing are after 24 hours under nitrogen atmosphere, and the emmission spectrum of solid film there is no considerable change, specifically sees accompanying drawing 2.
When m=2 and m=3, the unitary conjugation degree of You Yu perylene is greater than the fluorenes unit among the polymer architecture II, from polymkeric substance II 1 to polymkeric substance II 2 and effective unit number of polymkeric substance II 3 ， perylenes reduce thereby spectrum blue shift slightly.Difference in addition is the solubleness in solution, and the difference of corresponding viscoelastic property and processing characteristics.
Embodiment 5: synthetic (m=3, wherein R1 is identical with R2, is n-octyl) of polymer architecture I3
Dibromo fluorenes monomer (M3) (1.325g, 1.0mmol), 3, (0.4201g is 1.0mmol) with four (triphenyl phosphatization) palladium (Pd (PPh for 10-two bromine perylene boric acid esters (PRB)
3)
4) (0.01mmol) toluene solution (10mL), can obtain solid (0.88g, 62%) according to the method for preparing PDAOPF-PE (embodiment 3).Anal.Calcd.C, 90.62; H, 9.38.found C, 90.57; H, 9.46. in THF, adopt gel chromatography (THF is an eluent) to measure the molecular weight of polymkeric substance this polymer dissolution.Number-average molecular weight (Mn) is 87631, and weight-average molecular weight (Mw) is 151602, and polydispersity coefficient is respectively 1.73.
This polymer chemistry structural formula:
Work as m=1, during m=2, synthetic method and m=3 are similar, and just the monomer that adopts is respectively M1 and M2.
Embodiment 6: synthetic (m=2, wherein R3 is identical with R4, is all 2-ethylhexyl oxygen base) of polymer architecture II2
Dibromo fluorenes monomer (DPM2) (1.305g, 1.0mmol), 3, (0.4201g, 1.0mmol) (0.420g is 1.0mmol) with four (triphenyl phosphatization) palladium (Pd (PPh for 10-two bromine perylene boric acid esters (PRB)
3)
4) (0.01mmol) toluene solution (10mL), can obtain solid (0.85g, 61%) according to the method for preparing PDAOPF-PE (embodiment 3).Anal.Calcd.C, 87.64; H, 7.79.found C, 87.59; H, 7.85. in THF, adopt gel chromatography (THF is an eluent) to measure the molecular weight of polymkeric substance this polymer dissolution.Number-average molecular weight (Mn) is 81362, and weight-average molecular weight (Mw) is 144011, and polydispersity coefficient is respectively 1.77.
The polymer chemistry structural formula is as follows among this embodiment:
Work as m=1, during m=3, synthetic method and m=2 are similar, and just the monomer that adopts is respectively M1 and M3.
Embodiment 7: the electroluminescent properties test of polymer P DOFPE and PDAOPF-PE
The method of polymer P DOFP by spin coating prepared electroluminescent device.Adopted two kinds of device architecture ITO/PEDOT:PSS (40nm)/PVK (40nm)/Polymer (80nm)/Ba (5nm)/Al (130nm) (structure 1) respectively, ITO/PEDOT:PSS (40nm)/Polymer (80nm)/Ba (5nm)/Al (130nm) (structure 2), wherein Polyvinyl carbazole (PVK) is the high-molecular hole conduction material of using always.
When adopting device architecture 1, during ITO/PEDOT:PSS (40nm)/PVK (40nm)/PDOFPE (80nm)/Ba (5nm)/Al (130nm), trigger voltage is 9V, and when driving voltage reached 16.5V, device reached maximum brightness 4906cd/m
2When adopting device architecture 2, during ITO/PEDOT:PSS (40nm)/PDOFP (80nm)/Ba (5nm)/Al (130nm), trigger voltage is reduced to 4.5V, and when driving voltage reached 8V, device reached high-high brightness 3243cd/m
2Current-voltage-the brightness curve of device is seen accompanying drawing 3, and the spectrum of device architecture 2 is seen accompanying drawing 4 with the spectrum of different electric currents.
To polymer P DAOPF-PE, still adopt above two kinds of device architectures.When adopting device architecture 1, during ITO/PEDOT:PSS (40nm)/PVK (40nm)/PDAOPF-PE (80nm)/Ba (5nm)/Al (130nm), trigger voltage is 8V, and when driving voltage reached 18V, device reached maximum brightness 3562cd/m
2When adopting device architecture 2, during ITO/PEDOT:PSS (40nm)/PDAOPF-P (80nm)/Ba (5nm)/Al (130nm), trigger voltage is reduced to 5V, and when driving voltage reached 10V, device reached high-high brightness 3029cd/m
2
Claims (4)
1. the conjugated polymer material of fluorenes and perylene is characterized in that this material has one of following two kinds of structures:
Polymer architecture I
R wherein
1And R
2Be that carbonatoms is 6～18 alkyl; M numerical value is 1,2 or 3; N represents polymkeric substance, and polymericular weight is 16000～380000; Represent another the position of substitution * in the chemical structural formula number,
Polymer architecture II
R
3And R
4For carbonatoms is 6～18 alkyl or is alkoxyl group, wherein the carbonatoms of alkyl is 6～18; M numerical value is 1,2 or 3; N represents polymkeric substance, and polymericular weight is 16000～380000.
2. the preparation method of the conjugated polymer material of fluorenes as claimed in claim 1 and perylene is characterized in that the preparation method of polymer architecture I is:
The preparation method of the two boric acid esters of Dan Ti perylene is as follows:
Step C1 is the step of the two boric acid ester PRB of synthetic Dan Ti perylene, by butyllithium displacement lithiumation halogen atom, adds methyl-borate, and acid hydrolysis then generates boric acid, uses 1 then, and the ammediol esterification promptly gets boric acid ester; Perhaps behind butyllithium displacement lithiumation halogen atom, directly add corresponding boric acid ester;
Step C2, C3 and C4 are similar, the method for employing be the two boric acid ester PRB of Suzuki polyreaction ， perylene respectively with dibromo fluorenes monomer M 1, M2 and M3 by amount of substance reaction such as 1: 1, reaction conditions is Ph (PPh
3)
4/ K
2CO
3/ toluene, wherein Ph (PPh
3)
4Expression four (triphenylphosphineization) palladium adds phase-transfer catalyst quaternary ammonium salt, quaternary ammonium hydroxide and crown ether in the reaction;
M1 wherein, the chemical structure of M2 and M3 is as follows respectively
3. the preparation method of the conjugated polymer material of fluorenes as claimed in claim 1 and perylene is characterized in that the preparation method of polymer architecture II is:
Step C5, C6 and C7 are similar, the method for employing be the two boric acid ester PRB of Suzuki polyreaction ， perylene respectively with dibromo fluorenes monomer DPM1, DPM2 and DPM3 by amount of substance reaction such as 1: 1, reaction conditions is Ph (PPh
3)
4/ K
2CO
3/ toluene, wherein Ph (PPh
3)
4Expression four (triphenylphosphineization) palladium adds phase-transfer catalyst quaternary ammonium salt, quaternary ammonium hydroxide and crown ether in the reaction;
The chemical structural formula of DPM1, DPM2 and DPM3 is as follows
4. the application of the conjugated polymer material of fluorenes as claimed in claim 1 and perylene, it is characterized in that such conjugated polymers thing material is used as PLEDs device luminescent layer material or as device, electronics or the hole carrier transport material of the material of main part of the material of main part of white light and phosphorescence, or be used for the polymkeric substance unicircuit, the polymer laser material, the semiconductor material of polymer thin film transistors, the polymer solar battery material, the polymkeric substance nonlinear optical material.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102993068A (en) * | 2012-11-20 | 2013-03-27 | 溧阳市生产力促进中心 | Electronic transmission layer polymer for solar cell |
| CN103030581A (en) * | 2012-11-20 | 2013-04-10 | 溧阳市生产力促进中心 | Method for manufacturing electron transfer layer in solar cell |
| CN104004162A (en) * | 2014-06-06 | 2014-08-27 | 宁波高新区夏远科技有限公司 | Car roof composite electronic fabric, fullerene polymer and preparation method of fullerene polymer |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102993068A (en) * | 2012-11-20 | 2013-03-27 | 溧阳市生产力促进中心 | Electronic transmission layer polymer for solar cell |
| CN103030581A (en) * | 2012-11-20 | 2013-04-10 | 溧阳市生产力促进中心 | Method for manufacturing electron transfer layer in solar cell |
| CN103030581B (en) * | 2012-11-20 | 2015-02-25 | 溧阳市生产力促进中心 | Method for manufacturing electron transfer layer in solar cell |
| CN104004162A (en) * | 2014-06-06 | 2014-08-27 | 宁波高新区夏远科技有限公司 | Car roof composite electronic fabric, fullerene polymer and preparation method of fullerene polymer |
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