CN108365097B - A kind of efficient organic photovoltaic cell based on fluoro electron donor and fluoro electron acceptor - Google Patents

A kind of efficient organic photovoltaic cell based on fluoro electron donor and fluoro electron acceptor Download PDF

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CN108365097B
CN108365097B CN201810005761.4A CN201810005761A CN108365097B CN 108365097 B CN108365097 B CN 108365097B CN 201810005761 A CN201810005761 A CN 201810005761A CN 108365097 B CN108365097 B CN 108365097B
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fluoro
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electron
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electron donor
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CN108365097A (en
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施敏敏
李水兴
占玲玲
陈红征
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Guangzhou Zhuoguang Technology Co., Ltd
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Zhejiang University ZJU
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    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/657Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6576Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
    • YGENERAL 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
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    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/549Organic PV cells

Abstract

The invention discloses a kind of efficient organic photovoltaic cell based on fluoro electron donor and fluoro electron acceptor, it includes substrate, cathode, cathodic modification layer, active layer, anode modification layer and anode, and wherein active layer is the blend film of fluoro electron donor PBDB-TF and fluoro electron acceptor HF-PCIC.Utilize the HF-PCIC absorption region widened and high electron mobility, and select the fluoro electron donor PBDB-TF good with HF-PCIC level-density parameter and compatibility, for organic photovoltaic cell prepared by the present invention while the high open-circuit voltage of holding and fill factor, short-circuit current density is increased to 17.81mA/cm2, energy conversion efficiency (PCE) is up to 11.49%, hence it is evident that better than the organic photovoltaic cell (PCE=10.14%) using non-fluoro electron donor and non-fluoro electron acceptor.In addition, HF-PCIC is readily synthesized, the cost of organic photovoltaic cell is advantageously reduced.

Description

A kind of efficient organic photovoltaic cell based on fluoro electron donor and fluoro electron acceptor
Technical field
The present invention relates to solar cell more particularly to a kind of efficiently having based on fluoro electron donor and fluoro electron acceptor Machine solar cell.
Background technique
In recent years, the organic photovoltaic cell based on non-fullerene electron acceptor achieves impressive progress, and the energy of battery turns Change efficiency (PCE) more than 13% (Journal of the American Chemical Society, 2017,139, 7148), higher than the efficiency value of same type fullerene battery.In order to further increase the efficiency of non-fullerene battery, non-fullerene The light absorption range of electron acceptor will be widened near infrared region, and electron mobility is also required to be promoted, so that it is bigger to obtain battery Short-circuit current density.
It is to improve electron acceptor absorbing ability that fluoro modification is carried out on the electron-withdrawing end group of non-fullerene electron acceptor With the effective ways of mobility.It, can be with this is because fluorine atom is the strongest atom of electronegativity in nature, and small in size Promote to form strong π-πconjugation between non-fullerene electron acceptor molecule, improves electron mobility;Meanwhile the fluorine on end group Atom can also reinforce electric charge transfer (ICT) effect of intramolecular, and extinction peak is mobile near infrared region.For example, Peking University accounts for Two electron-withdrawing end groups of the Xiao Wei et al. in non-fullerene electron acceptor INIC --- 2 fluorine originals are respectively introduced on cyano indone Son obtains the non-fullerene electron acceptor INIC3 of fluoro, thus by the maximum absorption band of receptor film from 706nm red shift to 744nm, molar extinction coefficient also increased, and in addition electron mobility is from 6.1 × 10-5cm2V-1s-1It is increased to 1.7 × 10- 4cm2V-1s-1.Therefore, using INIC3 as the organic photovoltaic cell of electron acceptor, short-circuit current density is from 13.51mA/cm2Substantially mention Height arrives 19.44mA/cm2, PCE is up to 11.5%, much larger than 7.7% using INIC as the same type battery of electron acceptor (Journal of the American Chemical Society,2017,139,1336).For another example, the marquis of Chinese Academy of Sciences's chemistry Sword brightness et al. equally introduces fluorine atom on the end group of non-fullerene electron acceptor IEICO, obtained electron acceptor IEICO- 4F, light absorption range are extended near 1000nm.Therefore, 20mA/cm may be implemented in the organic photovoltaic cell based on IEICO-4F2With On short-circuit current density (Angewandte Chemie International Edition, 2017,56,3045).
The non-fullerene electron acceptor of above-mentioned fluoro all has the center cell of an aromatic condensed ring, and synthesis is difficult, cost Height is unfavorable for the popularization and application of organic photovoltaic cell.For this purpose, Chinese patent 201710409496.1 discloses one kind with non-condensed ring Difluorobenzene be center unit non-fullerene electron acceptor DFPCIC, synthesis is simple, but its electron-withdrawing end group is non-fluorine The cyano indone in generation, ICT effect is not strong enough, and absorbing band edge is only 781nm, and electron mobility is also less than normal, is 2.6 × 10-5cm2V- 1s-1.So PCE 10.14%, short-circuit current density only has using DFPCIC as the organic photovoltaic cell of electron acceptor 15.66mA/cm2, need to be further increased.
In addition, fluorination can be such that the energy level of non-fullerene electron acceptor declines, if the electron donor being blended therewith Energy level does not adjust accordingly, certainly will will cause the decline of battery open circuit voltage;It is fluorination there are one problem in need of consideration The intermolecular interaction of non-fullerene electron acceptor is strengthened, this will necessarily cause the variation of active layer pattern, thus to electricity The fill factor in pond has an important influence on.Therefore, how to select and the non-matched electron donor of fullerene electron acceptor of fluoro It is the big key for improving battery PCE.
Summary of the invention
The purpose of the present invention is overcome the deficiencies of the prior art and provide it is that a kind of material is readily synthesized, with the suction widened Receive range and high electron mobility, the efficient organic photovoltaic cell based on fluoro electron donor and fluoro electron acceptor.
Efficient organic photovoltaic cell based on fluoro electron donor and fluoro electron acceptor includes that substrate, cathode, cathode are repaired Layer, active layer, anode modification layer and anode are adornd, the active layer is the blending of fluoro electron donor and fluoro electron acceptor Film.
The fluoro electron donor is PBDB-TF, and fluoro electron acceptor is HF-PCIC, chemical structural formula are as follows:
Wherein, n >=10, R are 2- ethylhexyl.
In the active layer weight ratio of PBDB-TF and HF-PCIC be 1.5:1~1:1.5, active layer with a thickness of 50 ~300nm.
The active layer is made using the solution film forming of electron donor containing fluoro and fluoro electron acceptor, in film forming Additive can also be added in above-mentioned solution, additive is chloronaphthalene (CN) or 1, and 8- diiodo-octane (DIO), the volume of additive is to live The 0.2~2% of property layer liquor capacity.
For the active layer by annealing, annealing temperature is 80~200 DEG C, and annealing time is 5~60min.
The substrate is glass;The cathode is ITO;The cathodic modification layer is ZnO;The anode modification Layer is MoO3;The anode is Ag.
The advantage of the invention is that using fluoro small molecule HF-PCIC and fluorinated polymer PBDB-TF respectively as organic The electron acceptor and electron donor of solar cell.Two fluorine atoms on the electron-withdrawing end group of HF-PCIC, can effectively enhance point Electric charge transfer effect and intermolecular π-πconjugation in son, realize expansion and electronics of the absorption region near infrared region The promotion of mobility;(PBDB-TF is two fluorine originals of introducing on the side chain thiophene of common polymer donor PBDB-T to PBDB-TF What son obtained) energy level matched with HF-PCIC, the two blending can form nanoscale inierpeneirating network structure, so that battery be made to exist While keeping high open-circuit voltage and fill factor, big short-circuit current density is obtained, improves battery efficiency.In addition, HF- The center cell of PCIC is the difluorobenzene of non-condensed ring, can be closed using the commercialized raw materials being easy to get and simple chemical reaction At advantageously reducing the cost of organic photovoltaic cell.
Detailed description of the invention
The current -voltage curve of Fig. 1 organic photovoltaic cell under light illumination.The active layer thickness of the battery is 100nm, preparation When be added to 1, the 8- diiodo-octane (DIO) for accounting for active layer liquor capacity 0.5%, the weight of PBDB-TF and HF-PCIC in active layer Amount is than being 1:1.2, and 110 DEG C by 10min make annealing treatment.
Specific embodiment
Embodiment 1
HF-PCIC is to use DF-PC-CHO to prepare as raw material, specifically by the simple Knoevenagel reaction of a step Synthetic route it is as follows:
Wherein, DF-PC-CHO method according to disclosed in Chinese patent 201710409496.1 synthesizes, and HF-PCIC is specific Synthesis step are as follows:
The dried chloroform of 0.3g raw material DF-PC-CHO, 0.35g fluoro cyano indone (IC-2F) and 50mL is added two In mouth round-bottomed flask, gained mixed solution is freezed with liquid nitrogen, then carries out the circulation of vacuum nitrogen gas three times.It thaws Afterwards, under nitrogen atmosphere, 0.6mL pyridine is added, gained mixture is heated to reflux 12 hours at 65 DEG C.After reaction, it rotates Solvent is removed, gained crude product purified by silica gel column is that eluant, eluent is purified with n-hexane/methylene chloride mixed liquor (1:3), is obtained 0.27g final product HF-PCIC (dark brown solid, yield 65%).
It is -3.83eV with the lumo energy that cyclic voltammetric (CV) method measures HF-PCIC, HOMO energy level is -5.53eV, phase The electrochemistry band gap answered is 1.70eV;It is measured under filminess with absorption spectrum, two absorption peaks of HF-PCIC are located at At 664 and 716nm, absorption band edge is 825.6nm, optical band gap 1.50eV, does not have the electron acceptor of fluoro relative to end DFPCIC (absorption band edge is 781.0nm), absorption has obtained obvious red shift.In terms of electron mobility, HF-PCIC exists Electron mobility in blend film is 0.47 × 10-4cm2V-1s-1, also above the DFPCIC (0.26 × 10 of no end fluoro- 4cm2V-1s-1)。
Embodiment 2
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands In casing, by PBDB-TF:HF-PCIC, (PBDB-TF can be according to document Advanced Materials, 2015,27,4655 systems It is standby) weight ratio is 1:1, total concentration is 20mg/mL chlorobenzene mixed liquor spin coating 60 seconds, obtains one layer with the revolving speed of 2000rpm The active layer of 100nm thickness.Finally, the MoO of one layer of 10nm thickness is deposited respectively with vapor deposition instrument3The Ag electrode of boundary layer and 100nm thickness (anode), so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.92V, short-circuit current density 13.94mA/cm2, fill factor 61.08%, energy turn Changing efficiency (PCE) is 8.20%.
Embodiment 3
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands In casing, by the chlorobenzene mixed liquor that PBDB-TF:HF-PCIC weight ratio is 1:1.2, total concentration is 20mg/mL, with 2000rpm's Revolving speed spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness.Finally, the MoO of one layer of 10nm thickness is deposited respectively with vapor deposition instrument3Boundary The Ag electrode (anode) of surface layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 14.71mA/cm2, fill factor 65.68%, PCE is 9.23%.
Embodiment 4
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands In casing, by the chlorobenzene mixed liquor that PBDB-TF:HF-PCIC weight ratio is 1:1.5, total concentration is 20mg/mL, with 2000rpm's Revolving speed spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness.Finally, the MoO of one layer of 10nm thickness is deposited respectively with vapor deposition instrument3Boundary The Ag electrode (anode) of surface layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 14.03mA/cm2, fill factor 68.29%, PCE is 9.08%.
Embodiment 5
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight that 1:1.2, total concentration are 20mg/mL and to be added to volume be total volume by PBDB-TF:HF-PCIC in casing The chlorobenzene mixed liquor of 1.0% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. Finally, the MoO of one layer of 10nm thickness is deposited respectively with vapor deposition instrument3The Ag electrode (anode) of boundary layer and 100nm thickness, to obtain one A effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.92V, short-circuit current density 14.49mA/cm2, fill factor 70.46%, PCE is 9.59%.
Embodiment 6
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-TF:HF-PCIC, and be added to volume and account for total volume in casing The chlorobenzene mixed liquor of 1.2% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. Finally, the MoO of one layer of 10nm thickness is deposited respectively with vapor deposition instrument3The Ag electrode (anode) of boundary layer and 100nm thickness, to obtain one A effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.92V, short-circuit current density 15.15mA/cm2, fill factor 71.65%, PCE is 10.11%.
Embodiment 7
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-TF:HF-PCIC, and be added to volume and account for total volume in casing The chlorobenzene mixed liquor of 1.4% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. Finally, the MoO of one layer of 10nm thickness is deposited respectively with vapor deposition instrument3The Ag electrode (anode) of boundary layer and 100nm thickness, to obtain one A effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 14.07mA/cm2, fill factor 72.78%, PCE is 9.57%.
Embodiment 8
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-TF:HF-PCIC, and be added to volume and account for total volume in casing The chlorobenzene mixed liquor of 1.0% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. And then, 100 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, one layer of 10nm thickness is deposited respectively with vapor deposition instrument MoO3The Ag electrode (anode) of boundary layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 15.25mA/cm2, fill factor 71.46%, PCE is 10.23%.
Embodiment 9
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-TF:HF-PCIC, and be added to volume and account for total volume in casing The chlorobenzene mixed liquor of 1.0% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. And then, 110 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, one layer of 10nm thickness is deposited respectively with vapor deposition instrument MoO3The Ag electrode (anode) of boundary layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.92V, short-circuit current density 16.01mA/cm2, fill factor 72.42%, PCE is 10.97%.
Embodiment 10
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-TF:HF-PCIC, and be added to volume and account for total volume in casing The chlorobenzene mixed liquor of 1.0% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. And then, 120 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, one layer of 10nm thickness is deposited respectively with vapor deposition instrument MoO3The Ag electrode (anode) of boundary layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 16.03mA/cm2, fill factor 72.66%, PCE is 10.68%.
Embodiment 11
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-TF:HF-PCIC, and being added to volume is total volume in casing The chlorobenzene mixed liquor of 1.0% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 110nm thickness with the revolving speed of 2000rpm. And then, 130 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, one layer of 10nm thickness is deposited respectively with vapor deposition instrument MoO3The Ag electrode (anode) of boundary layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 16.03mA/cm2, fill factor 68.77%, PCE is 10.28%.
Embodiment 12
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-TF:HF-PCIC, and be added to volume and account for total volume in casing The chlorobenzene mixed liquor of 1.2% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. And then, 110 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, one layer of 10nm thickness is deposited respectively with vapor deposition instrument MoO3The Ag electrode (anode) of boundary layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.90V, short-circuit current density 16.25mA/cm2, fill factor 72.46%, PCE is 10.91%.
Embodiment 13
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 17.6mg/mL by PBDB-TF:HF-PCIC, and be added to volume and account for totality in casing The chloroform mixed liquor of 1, the 8- diiodo-octane (DIO) of product 0.5% spin coating 40 seconds, obtains one layer of 100nm with the revolving speed of 5000rpm Thick active layer.And then, 110 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, one layer is deposited respectively with vapor deposition instrument The MoO of 10nm thickness3The Ag electrode (anode) of boundary layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic sun Battery.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 17.81mA/cm2, fill factor 70.77%, PCE is 11.49%.
It is 100mW/cm that Fig. 1, which gives the device in intensity of illumination,2AM1.5 simulated solar irradiation irradiation under electric current-electricity It buckles line.
Comparative example 1
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands It is by weight 1:1.2, total concentration 20mg/mL by PBDB-T:HF-PCIC, and be added to volume and account for total volume in casing The chlorobenzene mixed liquor of 0.8% chloronaphthalene (CN) spin coating 60 seconds, obtains the active layer of one layer of 100nm thickness with the revolving speed of 2000rpm. And then, 110 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, one layer of 10nm thickness is deposited respectively with vapor deposition instrument MoO3The Ag electrode (anode) of boundary layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.80V, short-circuit current density 16.26mA/cm2, fill factor 68.44%, PCE is 8.82%.
Comparative example 2
The transparent conducting glass that surface etch has strip ITO (cathode) is successively used into cleaning agent, deionized water, acetone and different After the cleaning of propyl alcohol sonic oscillation, drying, then handled 15 minutes with UV ozone;Then one layer of spin coating on conductive glass surface ZnO, revolving speed 3500rpm, spin-coating time are 60 seconds, are then made annealing treatment 20 minutes at 170 DEG C.Then piece is shifted in one's hands In casing, and one layer of PFN of spin coating, revolving speed 3000rpm, spin-coating time are 60 seconds on ZnO with the PFN solution of 0.4mg/mL. Later, by weight it is 1:1.2, total concentration 20mg/mL by PBDB-T:DFPCIC, and is added to volume and accounts for total volume 0.5% The chlorobenzene mixed liquor of chloronaphthalene (CN) active layer of one layer of 100nm thickness spin coating 60 seconds, is obtained with the revolving speed of 2000rpm.Immediately , 130 DEG C are carried out thermal anneal process 10 minutes to active layer.Finally, the MoO of one layer of 10nm thickness is deposited respectively with vapor deposition instrument3Boundary The Ag electrode (anode) of surface layer and 100nm thickness, so that obtaining an effective area is 6mm2Organic photovoltaic cell.
It is 100mW/cm in intensity of illumination2The irradiation of AM1.5 simulated solar irradiation under, the current-voltage for testing the device is bent Line, therefrom obtaining open-circuit voltage is 0.91V, short-circuit current density 15.66mA/cm2, fill factor 72.07%, PCE is 10.14%.

Claims (6)

1. a kind of efficient organic photovoltaic cell based on fluoro electron donor and fluoro electron acceptor, including substrate, cathode, cathode Decorative layer, active layer, anode modification layer and anode, which is characterized in that the active layer is fluoro electron donor and fluoro electricity The blend film of sub- receptor, the fluoro electron donor are PBDB-TF,
Fluoro electron acceptor is HF-PCIC, chemical structural formula are as follows:
Wherein, n >=10, R are 2- ethylhexyl.
2. a kind of efficient organic sun electricity based on fluoro electron donor and fluoro electron acceptor according to claim 1 Pond, which is characterized in that the weight ratio of PBDB-TF and HF-PCIC is 1.5:1~1:1.5 in the active layer.
3. a kind of efficient organic sun electricity based on fluoro electron donor and fluoro electron acceptor according to claim 1 Pond, which is characterized in that the active layer with a thickness of 50~300nm.
4. a kind of efficient organic sun electricity based on fluoro electron donor and fluoro electron acceptor according to claim 1 Pond, which is characterized in that additive is added in film forming for the active layer, and additive is chloronaphthalene (CN) or 1,8- diiodo-octane (DIO), the volume of additive is the 0.2~2% of active layer liquor capacity.
5. a kind of efficient organic sun electricity based on fluoro electron donor and fluoro electron acceptor according to claim 1 Pond, which is characterized in that by annealing, annealing temperature is 80~200 DEG C for the active layer, annealing time is 5~ 60min。
6. a kind of efficient organic sun electricity based on fluoro electron donor and fluoro electron acceptor according to claim 1 Pond, it is characterised in that: the substrate is glass;The cathode is ITO;The cathodic modification layer is ZnO;The sun Pole decorative layer is MoO3;The anode is Ag.
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107275490A (en) * 2017-06-02 2017-10-20 浙江大学 A kind of organic photovoltaic cell using penta pair of thiophene derivant of ring as electron acceptor
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Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107275490A (en) * 2017-06-02 2017-10-20 浙江大学 A kind of organic photovoltaic cell using penta pair of thiophene derivant of ring as electron acceptor
CN107298758A (en) * 2017-07-03 2017-10-27 中国科学院化学研究所 A kind of narrow band gap n type polymeric acceptors and preparation method and application

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"A Large Conjugated Polymer For Versatile Photovoltaic Applications with High Performance";Maojie Zhang等;《ADVANCED MATERIALS》;20150714;第27卷;第4655页第2栏倒数第19行-第4657页第2栏倒数第7行、附图2

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