CN102898854A - Organic dye taking alkoxy substituted fluorene unit-containing triarylated amine as donor and application thereof in dye-sensitized solar cell - Google Patents

Organic dye taking alkoxy substituted fluorene unit-containing triarylated amine as donor and application thereof in dye-sensitized solar cell Download PDF

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CN102898854A
CN102898854A CN2012104012969A CN201210401296A CN102898854A CN 102898854 A CN102898854 A CN 102898854A CN 2012104012969 A CN2012104012969 A CN 2012104012969A CN 201210401296 A CN201210401296 A CN 201210401296A CN 102898854 A CN102898854 A CN 102898854A
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dye
organic dye
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substituted fluorene
alkoxyl group
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CN102898854B (en
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王鹏
范晔
张敏
许名飞
姚朝阳
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Changzhou Institute of Energy Storage Materials & Devices
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Changchun Institute of Applied Chemistry of CAS
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    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
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    • Y02E10/00—Energy generation through renewable energy sources
    • Y02E10/50—Photovoltaic [PV] energy
    • Y02E10/542—Dye sensitized solar cells

Abstract

The invention provides an organic dye taking alkoxy substituted fluorene unit-containing triarylated amine as a donor and the application of the organic dye in a dye-sensitized solar cell, belonging to the field of the organic dye. The organic dye takes alkoxy substituted fluorene as the unit of a triarylated amine donor, so that the electron pushing capability of the dye donor part can be improved due to the alkoxy substituted fluorene-containing structure unit, the gathering of small molecules can be reduced due to the use of the fluorene unit, the electron recombination in the cell can be reduced, the open-circuit voltage of the cell can be effectively improved, and the gathering of the molecule can be reduced and the dissolubility of the dye can be improved due to the introduction of alkyl chain, so that a device can be conveniently optimized. The organic dye provided by the invention is simple in synthetic route, and easy to purify; and according to the dye-sensitized solar cell prepared by the organic dye provided by the invention, the open-circuit voltage reaches to 948 millivolts, the short-circuit photocurrent reaches to 14.36 milliamperes in every square centimeter, and the power conversion efficiency reaches 9.9%.

Description

Take three arylamine that contain alkoxyl group substituted fluorene unit as to the organic dye of body and the application in dye-sensitized solar cells
Technical field
The present invention relates to the organic dye technical field, be specifically related to a kind of take three arylamine that contain alkoxyl group substituted fluorene unit as to the organic dye of body and the application in dye-sensitized solar cells.
Background technology
Sun power is as a kind of energy of cleaning, under traditional energy faces a crisis situation at present, and will be by more widely development and utilization.In current area of solar cell, silica-based solar cell is occupied an leading position, but its manufacturing cost is higher, and the method that there is no substitutes traditional energy on a large scale.Dye sensitization solar battery is subject to paying close attention to widely both at home and abroad and studying as a kind of exciton type solar cell based on organic photoelectric functional material of cheapness.1991, the upsurge of nanostructure organic photovoltaic battery research was opened in the reported for work breakthrough work (Nature 1991,353,737) of dye sensitized nano crystal salar battery of senior engineer Gr professor tzel of Swiss Confederation.But the use of noble ruthenium complex dye is denounced by the public in the high-efficiency battery for a long time, and therefore, the exploitation that does not contain the dyestuff of precious metal is one of research emphasis of dye sensitization solar battery always.2011, through the long effort of a large amount of researchists, be total to the battery of sensitization with zinc protoporphyrin dyestuff YD2-o-C8 and pure organic dye Y123, obtained the progress (Science of effciency of energy transfer 12.3 %, 2011,334,629), not only break away from the dependence to precious metal, and obtained breakthrough at energy conversion efficiency.This class battery has not only been realized widening of absorption spectrum, and the solid space design that intercepts slowed down the compound speed of electronics in the semiconductor film and redox electrolytes matter effectively, has realized the high output voltage of device.Similar to zinc protoporphyrin class dyestuff, pure organic dye has cheap preparation cost and higher molar absorption coefficient equally, and the optional structural unit of pure organic dye is abundanter.
Summary of the invention
The objective of the invention is in order to solve existing organic dye owing to contain the problem that makes high expensive with precious metal, reach application in dye-sensitized solar cells take three arylamine that contain alkoxyl group substituted fluorene unit for the organic dye to body and provide a kind of.
The invention provides a kind ofly take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body, structure is suc as formula shown in (V):
Figure BDA0000227958811
In the formula (V), R 1Be C 1~ C 18Alkyl; R 2, R 3, R 4And R 5Independent separately is C 1~ C 18Alkyl; Y is H, Na or K ion;
Ar 1For
Figure BDA0000227958812
Or
Figure BDA0000227958813
, R wherein 6And R 7Independent separately is hydrogen atom, C 1~ C 18Alkyl or C 1~ C 18Alkoxyl group, R 8And R 9Independent separately is hydrogen atom or C 1~ C 18Alkyl;
Ar 2For
Figure BDA0000227958814
Or
Figure BDA0000227958815
, R wherein 10, R 13And R 14Independent separately is hydrogen atom, C 1~ C 18Alkyl or C 1~ C 18Alkoxyl group, R 11And R 12Independent separately is C 1~ C 18Alkyl.
Preferably, described have the structure shown in the formula I take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body:
Figure BDA0000227958816
Preferably, described have the structure shown in the formula II take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body:
Preferably, described have the structure shown in the formula III take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body:
Figure BDA0000227958818
It is described take three arylamine that contain alkoxyl group substituted fluorene unit as the application of organic dye in dye-sensitized solar cells to body to the invention provides a kind of technique scheme.
The present invention also provides a kind of organic dye sensitized solar cell, and dye coating is that technique scheme is described take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body.
Beneficial effect
The invention provides a kind of take three arylamine that contain alkoxyl group substituted fluorene unit as to the organic dye of body and the application in dye-sensitized solar cells.This organic dye has formula (V) structure, the fluorenes that the present invention replaces with alkoxyl group is as the unit of three arylamine to body, the fluorene structural units that use contains the alkoxyl group replacement can improve the electron repulsive ability that dyestuff divides to body, the simultaneously use of fluorenes unit also can reduce molecular aggregates, reduce the electron recombination in the battery, the open circuit voltage of Effective Raise battery, alkyl chain be introduced in the solvability that can improve dyestuff when reducing molecular aggregates, for device optimization facilitates.Provided by the invention take three arylamine that contain alkoxyl group substituted fluorene unit as the synthetic route to the organic dye of body is easy, be easy to purifying; By the dye-sensitized solar cells of organic dye preparation of the present invention, open circuit voltage reaches 948 millivolts, and short-circuit photocurrent reaches 14.36 milliamperes every square centimeter, and power-conversion efficiencies reaches 9.9 %.
Embodiment
Below in conjunction with specific embodiment technical solution of the present invention is done further detailed description.
Reagent used in the embodiment of the invention all can obtain by being purchased mode.
Embodiment 1: take three arylamine that contain alkoxyl group substituted fluorene unit as the preparation to the organic dye (I) of body
Synthetic route is as follows:
Figure BDA0000227958819
Synthesizing of intermediate 2:
Add 0.600 in the reaction flask and digest compound 1,0.480 gram 4-hexyloxy-N-phenylaniline, be dissolved in 10 milliliters of toluene, add successively 0.014 gram, three (dibenzalacetones), two palladiums under the argon shield, 0.017 restrain 4, the two diphenylphosphines-9 of 5-, 9-dimethyl oxa-anthracene (Xantphos) and 0.290 gram sodium tert-butoxide, back flow reaction is 12 hours under the argon gas atmosphere, stopped reaction, be cooled to room temperature, with ethyl acetate and water extraction, tell organic phase, use anhydrous sodium sulfate drying, filter, concentrated filtrate uses methylene dichloride/sherwood oil (volume ratio 1/10) as the developping agent column chromatography, obtain 0.835 gram intermediate 2, yield 95%;
Synthesizing of intermediate 3:
Add 0.590 gram intermediate 2 and 50 milliliters of ethanol in the reaction flask, be heated to 60 degrees centigrade, add 0.130 gram iodine, 0.040 gram Periodic acid, 60 degrees centigrade of lower reactions 5 hours, stopped reaction, be cooled to room temperature, ethyl acetate extraction is washed organic phase with saturated sodium thiosulfate solution and sodium chloride aqueous solution, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate uses ethyl acetate/petroleum ether (volume ratio 1/100) as the developping agent column chromatography, obtain 0.687 gram intermediate 3, yield 96%;
Synthesizing of intermediate 4:
Add 0.573 gram intermediate 3 in the reaction flask, be dissolved in 15 milliliters of methyl-sulphoxides, add 0.059 gram [two (diphenylphosphine) ferrocene of 1,1'-] palladium chloride (Pd (dppf) Cl under the argon shield 2), 0.305 gram duplex tetramethyl ethylene ketone boric acid ester, 0.235 gram Potassium ethanoate, 50 degrees centigrade of lower reactions 20 hours, stopped reaction was cooled to room temperature, ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate, as the developping agent column chromatography, obtain 0.452 gram intermediate 4, yield 79% with ethyl acetate/petroleum ether (volume ratio 1/100);
Synthesizing of intermediate 5:
Add 0.207 gram 6-bromo-4 in the reaction flask, the two dodecyls of 4--4H-cyclopentano [2,1-b:3,4-b '] two thiophene-2-formaldehydes and 0.286 gram intermediate 4, be dissolved in 15 milliliters of tetrahydrofuran (THF)/water (volume ratio 5/1) mixed solvent, add 0.002 gram palladium under the argon shield, 0.004 gram SPhos, 0.352 the gram potassiumphosphate at room temperature reacted stopped reaction 6 hours, ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate, as the developping agent column chromatography, obtain 0.316 gram intermediate 5, yield 84% with ethyl acetate/petroleum ether (volume ratio 1/50);
Synthetic take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye (I) to body:
In reaction flask, add 0.253 gram intermediate 5 and 0.056 gram cyanoacetic acid, all dissolve with 15 milliliters of chloroforms, under the argon shield; add 0.115 milliliter of piperidines; back flow reaction 16 hours, stopped reaction is cooled to room temperature; system is with 2 moles every liter aqueous hydrochloric acid acidifying 2 times; organic phase washes with water 2 times, and concentrated, ethanol/methylene (volume ratio 1/10) is as the developping agent column chromatography; obtain 0.222 gram organic dye (I), yield reaches 83%.
Take three arylamine that contain alkoxyl group substituted fluorene unit as the nuclear-magnetism characterization data to the organic dye (I) of body:
1H NMR (400 MHz, THF-d 8) δ: 8.49 (s, 1H), 7.92 (s, 1H), 7.73-7.67 (m, 4H), 7.52 (s, 1H), 7.30 (d, J=1.6 Hz, 1H), 7.25 (d, J=8.8 Hz, 2H), 7.18 (d, J=8.8 Hz, 2H), 7.16 (dd, J=8.8 Hz, J=2.0 Hz, 2H), 7.06-7.00 (m, 4H), 4.16 (m, 4H), 2.11 (m, 8H), 1.95 (m, 4H), 1.75 (m, 4H), 1.55 (m, 8H), 1.48-1.33 (m, 36H), 1.15 (m, 4H), 1.10 (t, J=6.8 Hz, 6H), 1.04 (t, J=6.8 Hz, 6H), 0.52 (t, J=7.2 Hz, 6H).
13C NMR(100 MHz, THF-d 8) δ: 165.29, 165.14, 160.60, 158.92, 157.65, 152.82, 151.07, 150.34, 150.16, 147.75, 147.20, 141.64, 138.81, 137.82, 135.50, 135.03, 132.59, 128.51, 128.24, 127.50, 124.86, 122.78, 121.03, 120.76, 120.46, 117.94, 116.56, 114.27, 110.55, 96.62, 69.21, 57.37, 55.39, 39.16, 33.98, 33.31, 33.07, 31.41, 31.03, 30.89, 30.75, 27.26, 24.01, 14.90, 14.86, 9.37.
Embodiment 2: take three arylamine that contain alkoxyl group substituted fluorene unit as the preparation to the organic dye (II) of body
Synthetic route is as follows:
Figure BDA00002279588110
Synthesizing of intermediate 2:
Add 3.000 in the reaction flask and digest compound 1,0.27 milliliter aniline, be dissolved in 40 milliliters of toluene, add successively 0.046 gram, three (dibenzalacetones), two palladiums, 0.052 gram Xantphos and 0.870 gram sodium tert-butoxide under the argon shield, back flow reaction is 10 hours under the argon gas atmosphere, stopped reaction, be cooled to room temperature, with ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate uses ethyl acetate/petroleum ether (volume ratio 1/50) as the developping agent column chromatography, obtain 2.360 gram intermediates 2, yield 95%;
Synthesizing of intermediate 3:
Add 0.734 gram intermediate 2 and 50 milliliters of ethanol in the reaction flask, be heated to 60 degrees centigrade, add 0.130 gram iodine, 0.040 gram Periodic acid, 60 degrees centigrade of lower reactions 5 hours, stopped reaction, be cooled to room temperature, ethyl acetate extraction is washed organic phase with saturated sodium thiosulfate solution and sodium chloride aqueous solution, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate uses ethyl acetate/petroleum ether (volume ratio 1/100) as the developping agent column chromatography, obtain 0.834 gram intermediate 3, yield 97%;
Synthesizing of intermediate 4:
Add 0.430 gram intermediate 3 in the reaction flask, be dissolved in 15 milliliters of methyl-sulphoxides, add 0.037 gram Pd (dppf) Cl under the argon shield 2, 0.256 gram duplex tetramethyl ethylene ketone boric acid ester, 0.147 gram Potassium ethanoate, 50 degrees centigrade of lower reactions 20 hours, stopped reaction was cooled to room temperature, ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate, as the developping agent column chromatography, obtain 0.284 gram intermediate 4, yield 66% with ethyl acetate/petroleum ether (volume ratio 1/100);
Synthesizing of intermediate 5:
Add 0.124 gram 6-bromo-4 in the reaction flask, the two dodecyls of 4--4H-cyclopentano [2,1-b:3,4-b '] two thiophene-2-formaldehydes and 0.210 gram intermediate 4, be dissolved in 15 milliliters of tetrahydrofuran (THF)/water (volume ratio 5/1) mixed solvent, add 0.002 gram palladium under the argon shield, 0.004 gram SPhos, 0.352 the gram potassiumphosphate at room temperature reacted stopped reaction 6 hours, ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate, as the developping agent column chromatography, obtain 0.212 gram intermediate 5, yield 83% with ethyl acetate/petroleum ether (volume ratio 1/50);
Synthetic take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye (II) to body:
In reaction flask, add 0.184 gram intermediate 5 and 0.037 gram cyanoacetic acid, all dissolve with 15 milliliters of chloroforms, under the argon shield; add 0.077 milliliter of piperidines; back flow reaction 16 hours, stopped reaction is cooled to room temperature; system is with 2 moles every liter aqueous hydrochloric acid acidifying 2 times; organic phase washes with water 2 times, and concentrated, ethanol/methylene (volume ratio 1/10) is as the developping agent column chromatography; obtain 0.166 gram organic dye (II), yield reaches 86%.
Take three arylamine that contain alkoxyl group substituted fluorene unit as the nuclear-magnetism characterization data to the organic dye (II) of body:
1H NMR (400 MHz, THF-d 8) δ: 8.50 (s, 1H), 7.92 (s, 1H), 7.77-7.70 (m, 6H), 7.55 (s, 1H), 7.33-7.24 (m, 6H), 7.03 (m, 4H), 4.18 (t, J=6.4 Hz, 4H), 2.09 (m, 12H), 1.96 (m, 4H), 1.63 (m, 4H), 1.55 (m, 8H), 1.48-1.34 (m, 36H), 1.18 (m, 4H), 1.10 (t, J=6.8 Hz, 6H), 1.05 (t, J=7.2 Hz, 6H), 0.52 (t, J=7.2 Hz, 12H).
13C NMR(100 MHz, THF-d 8) δ: 165.24, 160.67, 158.99, 152.79, 152.06, 151.76, 150.20, 149.92, 147.73, 147.24, 139.06, 137.95, 135.53, 135.26, 132.57, 129.27, 127.54, 125.08, 124.09, 121.10, 120.79, 120.72, 118.17, 117.94, 114.30, 110.55, 96.62, 69.21, 57.44, 55.42, 39.18, 34.07, 33.32, 33.14, 31.43, 31.04, 30.90, 30.76, 27.28, 24.02, 14.86, 9.44.
Embodiment 3: take three arylamine that contain alkoxyl group substituted fluorene unit as the preparation to the organic dye (III) of body
Synthetic route is as follows:
Figure BDA00002279588111
Synthesizing of intermediate 2:
Add 1.400 in the reaction flask and digest compound 1,0.170 milliliter benzamide, be dissolved in 40 milliliters of toluene, add successively 0.042 gram, three (dibenzalacetones), two palladiums under the argon shield, 0.049 gram Xantphos and 0.670 gram sodium tert-butoxide, back flow reaction is 10 hours under the argon gas atmosphere, and stopped reaction is cooled to room temperature, with ethyl acetate and water extraction, tell organic phase, distillate solvent, add the aqueous sodium hydroxide solution of 10 milliliters of ethanol and 10 milliliters 2 moles every liter, be heated to 80 degrees centigrade of reactions 10 hours, be cooled to room temperature, with ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate uses methylene dichloride/sherwood oil (volume ratio 1/5) as the developping agent column chromatography, obtain 0.400 gram intermediate 2, yield 43%;
Synthesizing of intermediate 3:
Add 0.400 gram intermediate 2 and 0.668 gram 9 in the reaction flask, 9-diethyl-2,7-two iodo-9H-fluorenes, be dissolved in 20 milliliters of toluene, add successively 0.022 gram, three (dibenzalacetones), two palladiums under the argon shield, 0.022 gram Xantphos and 0.120 gram sodium tert-butoxide, back flow reaction is 10 hours under the argon gas atmosphere, and stopped reaction is cooled to room temperature, with ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate, as the developping agent column chromatography, obtain 0.300 gram intermediate 2, yield 49% with methylene dichloride/sherwood oil (volume ratio 1/10);
Synthesizing of intermediate 4:
Add 0.230 gram intermediate 3 in the reaction flask, be dissolved in 15 milliliters of methyl-sulphoxides, add 0.016 gram Pd (dppf) Cl under the argon shield 2, 0.113 gram duplex tetramethyl ethylene ketone boric acid ester, 0.067 gram Potassium ethanoate, 50 degrees centigrade of lower reactions 20 hours, stopped reaction was cooled to room temperature, ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate, as the developping agent column chromatography, obtain 0.124 gram intermediate 4, yield 54% with ethyl acetate/petroleum ether (volume ratio 1/100);
Synthesizing of intermediate 5:
Add 0.052 gram 6-bromo-4 in the reaction flask, the two dodecyls of 4--4H-cyclopentano [2,1-b:3,4-b '] two thiophene-2-formaldehydes and 0.100 gram intermediate 4, be dissolved in 10 milliliters of tetrahydrofuran (THF)/water (volume ratio 5/1) mixed solvent, add 0.002 gram palladium under the argon shield, 0.004 gram SPhos, 0.088 the gram potassiumphosphate at room temperature reacted stopped reaction 6 hours, ethyl acetate and water extraction, tell organic phase, use the anhydrous sodium sulfate drying organic phase, filter, concentrated filtrate, as the developping agent column chromatography, obtain 0.086 gram intermediate 5, yield 73% with ethyl acetate/petroleum ether (volume ratio 1/50);
Synthetic take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye (III) to body:
In reaction flask, add 0.070 gram intermediate 5 and 0.037 gram cyanoacetic acid, all dissolve with 15 milliliters of chloroforms, under the argon shield; add 0.077 milliliter of piperidines; back flow reaction 16 hours, stopped reaction is cooled to room temperature; system is with 2 moles every liter aqueous hydrochloric acid acidifying 2 times; organic phase washes with water 2 times, and concentrated, ethanol/methylene (volume ratio 1/10) is as the developping agent column chromatography; obtain 0.057 gram organic dye (III), yield reaches 78%.
Take three arylamine that contain alkoxyl group substituted fluorene unit as the nuclear-magnetism characterization data to the organic dye (III) of body:
1H NMR (400 MHz, THF-d 8) δ: 8.51 (s, 1H), 7.94 (s, 1H), 7.85 (m, 3H), 7.80 (d, J=8.4 Hz, 1H), 7.73-7.68 (m, 5H), 7.37 (m, 3H), 7.25 (m, 3H), 7.03 (m, 4H), 4.18 (t, J=6.4 Hz, 4H), 2.09 (m, 16H), 1.96 (m, 4H), 1.69 (m, 4H), 1.56 (m, 8H), 1.48-1.34 (m, 36H), 1.20 (m, 4H), 1.11 (t, J=7.2 Hz, 6H), 1.04 (t, J=6.8 Hz, 6H), 0.54 (m, 18H).
13C NMR(100 MHz, THF-d 8) δ: 165.17, 160.56, 159.11, 152.68, 152.46, 151.86, 150.01, 149.81, 147.88, 147.76, 143.48, 138.57, 138.13, 136.66, 135.75, 135.64, 134.01, 132.69, 126.16, 124.80, 123.74, 121.87, 121.01, 120.74, 120.29, 118.98, 117.91, 114.26, 110.55, 96.62, 69.20, 57.58, 57.40, 55.50, 39.20, 34.13, 33.31, 33.14, 31.44, 31.04, 30.91, 30.75, 27.28, 24.01, 14.89, 9.57, 9.50.
Embodiment 4
With nano-TiO 2Structure duplicature electrode be immersed in acetonitrile/trimethyl carbinol of containing every liter of dyestuff of 100 micromoles (I) (volume ratio, 1:1) in the solution 12 hours, then with spin coating the glass electrode of Platinum Nanoparticles melt ring and TiO by the heat of 35 micron thickness 2The sealing of structure duplicature heated by electrodes is injected into ionogen in the slit of two electrodes at last, has namely consisted of dye-sensitized solar cells.The dye-sensitized solar cells performance structure that test obtains is as shown in table 1.
Embodiment 5
With nano-TiO 2Structure duplicature electrode be immersed in acetonitrile/trimethyl carbinol of containing every liter of dyestuff of 100 micromoles (II) (volume ratio, 1:1) in the solution 12 hours, then with spin coating the glass electrode of Platinum Nanoparticles melt ring and TiO by the heat of 35 micron thickness 2The sealing of structure duplicature heated by electrodes is injected into ionogen in the slit of two electrodes at last, has namely consisted of dye-sensitized solar cells.The dye-sensitized solar cells performance structure that test obtains is as shown in table 1.
Embodiment 6
With nano-TiO 2Structure duplicature electrode be immersed in acetonitrile/trimethyl carbinol of containing every liter of dyestuff of 100 micromoles (III) (volume ratio, 1:1) in the solution 12 hours, then with spin coating the glass electrode of Platinum Nanoparticles melt ring and TiO by the heat of 35 micron thickness 2The sealing of structure duplicature heated by electrodes is injected into ionogen in the slit of two electrodes at last, has namely consisted of dye-sensitized solar cells.The dye-sensitized solar cells performance structure that test obtains is as shown in table 1.
Table 1
Figure BDA00002279588112

Claims (6)

1. one kind take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body, it is characterized in that structure is suc as formula shown in (V):
Figure FDA0000227958801
In the formula (V), R 1Be C 1~ C 18Alkyl; R 2, R 3, R 4And R 5Independent separately is C 1~ C 18Alkyl; Y is H, Na or K ion;
Ar 1For
Figure FDA0000227958802
Or
Figure FDA0000227958803
, R wherein 6And R 7Independent separately is hydrogen atom, C 1~ C 18Alkyl or C 1~ C 18Alkoxyl group, R 8And R 9Independent separately is hydrogen atom or C 1~ C 18Alkyl;
Ar 2For
Figure FDA0000227958804
Or
Figure FDA0000227958805
, R wherein 10, R 13And R 14Independent separately is hydrogen atom, C 1~ C 18Alkyl or C 1~ C 18Alkoxyl group, R 11And R 12Independent separately is C 1~ C 18Alkyl.
2. according to claim 1 a kind of take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body, it is characterized in that described organic dye has the structure shown in the formula I:
3. according to claim 1 a kind of take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body, it is characterized in that described organic dye has the structure shown in the formula II:
Figure FDA0000227958807
4. according to claim 1 a kind of take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body, it is characterized in that described organic dye has the structure shown in the formula III:
Figure FDA0000227958808
5. any one is described take three arylamine that contain alkoxyl group substituted fluorene unit as the application of organic dye in dye-sensitized solar cells to body for claim 1～4.
6. an organic dye sensitized solar cell is characterized in that, dye coating is that any one is described take three arylamine that contain alkoxyl group substituted fluorene unit as the organic dye to body for claim 1～4.
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