Preparation of BODIPY-based acceptor auxiliary material and application of BODIPY-based acceptor auxiliary material in organic solar cell

Abstract

The invention relates to preparation of a BODIPY-based acceptor auxiliary material and application of the BODIPY-based acceptor auxiliary material in an organic solar cell. The receptor auxiliary material NZQ-1 is prepared by carrying out a Knoevenagel condensation reaction on a BODIPY derivative and N-n-butyl-3-carbazole aldehyde, and the Knoevenagel condensation reaction is carried out on the BODIPY derivative and the N-n-butyl-3-carbazole aldehyde. The narrow-band-gap acceptor auxiliary material, a polymer donor material PBDB-T and a non-lemene acceptor material Y6 can form good absorption complementation and energy level matching, so that the open-circuit voltage and the short-circuit current of the device are improved. When the material is used as an electron acceptor auxiliary material of an active layer for preparing an organic solar cell, the cell with the active layer being PBDB-T: NZQ-1: Y6 obtains the photoelectric conversion efficiency of 14.42% under the optimized condition, and the material has certain practical application value and prospect.

Description

Technical Field

[0001] The present invention belongs to the fields of organic compound synthesis, organic solar energy, and fine chemical engineering, and particularly relates to the preparation and application of an auxiliary material for a solar cell acceptor. Background Art

[0002] With the increasingly serious environmental problems and the increasingly severe energy crisis, the development of renewable energy has become particularly important. Among many new energy sources, organic solar cells (OSCs) composed of bulk heterojunction (BHJ) active layers have received extensive attention due to their excellent advantages such as high flexibility, light weight, solution processability, and semi-transparency. For organic solar cells, compared with single-component and binary systems, ternary systems composed of two acceptors and one donor or one donor and two acceptors have more superior performance. The third auxiliary material in the ternary active layer is usually used to broaden the light absorption range of the solar cell, which helps charge / energy transfer, thereby reducing the recombination of charge carriers. And these materials have good crystallization properties, which are beneficial to the effective charge transport in ternary organic solar cells. In addition, in recent years, the development of organic non-fullerene small molecule acceptor materials has received extensive attention. Compared with traditional fullerene acceptor materials, organic non-fullerene small molecule acceptor materials have many remarkable advantages, such as low production cost, easily adjustable energy levels suitable for various high-performance donor materials, strong absorption in the visible and near-infrared regions, good chemical stability and photostability, etc. However, at present, most organic non-fullerene small molecules are usually synthesized by cumbersome and difficult processes, resulting in low overall yields and high synthesis costs, which are not conducive to future large-scale commercial production and applications. Therefore, it is of great scientific significance to explore new organic non-fullerene small molecule acceptor materials with low synthesis cost, simple operation, and high photovoltaic performance.

[0003] Fluoroboron dipyrromethene (BODIPY) compounds are a class of important multifunctional organic dyes and have attracted much attention due to their excellent optoelectronic properties, such as high molar extinction coefficient and fluorescence quantum yield, good photochemical and thermal stability, and relatively low optical band gap. In addition, the parent structure of BODIPY derivatives has excellent modifiability. By introducing appropriate electron donors and electron acceptors at different sites of BODIPY, its photophysical and electrochemical properties can be well regulated. In addition, BODIPY dyes usually have relatively deep HOMO energy levels and large π-conjugated structures, resulting in high open-circuit voltage (Voc). In recent years, many BODIPY derivatives have been applied as acceptors in organic solar cells and have shown great application potential in the field of organic solar cells.

[0004] The present invention relates to an organic solar cell with a BODIPY-based receptor auxiliary material and a preparation method thereof. In the present invention, the polymer electron donor PBDB-T, the BODIPY-based electron receptor auxiliary material NZQ-1, and the electron acceptor Y6 are used as ternary active layer materials in an organic solar cell, and good results are obtained. The light conversion rate reaches 14.42%, showing good application prospects in the field of organic solar cells. Summary of the Invention

[0005] Object of the Invention: Aiming at the deficiencies in the prior art, the object of the present invention is to provide an organic solar cell receptor auxiliary material, a preparation method thereof, and an application.

[0006] Technical Solution: In order to achieve the above object of the invention, the technical solution adopted by the present invention is as follows:

[0007] An organic solar cell receptor auxiliary material of the present invention is characterized in that the compound has the structure shown in formula NZQ-1:

[0008]

[0009] The preparation method of the small molecule receptor auxiliary material for the organic solar cell of the present invention is as follows:

[0010] 1) Under argon protection, TPBD-BH and 2-methylpyrrole are dissolved in dry dichloromethane. Trifluoroacetic acid is added, and the reaction is stirred in the dark at room temperature for 10 min, and then the reaction mixture is continuously stirred at room temperature for 4 h. After adding 2,3-dichloro-5,6-dicyano-4-benzoquinone, argon is removed, and the reaction is stirred at room temperature for 1 h. Under ice bath conditions, triethylamine and boron trifluoride diethyl ether are slowly added to the reaction solution, and then the temperature is naturally raised to room temperature for reaction for 3 h. The mixture is diluted with dichloromethane, washed with saturated brine, and the organic layer is dried over anhydrous sodium sulfate. After the solvent is removed under reduced pressure, it is separated and purified by silica gel column chromatography, and the eluent is dichloromethane - petroleum ether (v:v = 1:8) to obtain the BODIPY derivative TPBD-BDP;

[0011] 2) Under anhydrous conditions, the BODIPY derivative TPBD-BDP and N-butyl-3-carbazole aldehyde are placed in a 100 mL two-neck reaction flask, freshly dried p-toluenesulfonic acid is added, then anhydrous toluene is added for dissolution, and piperidine is added as a catalyst, and the mixture is stirred and heated under reflux for 4 - 6 hours. After the reaction is completed, it is cooled to room temperature. The mixture is diluted with dichloromethane, washed with water, and the separated organic layer is dried over anhydrous sodium sulfate. After the solvent is evaporated under reduced pressure, it is separated and purified by silica gel column chromatography, and the eluent is dichloromethane - petroleum ether (v:v = 1:1) to obtain the receptor auxiliary material NZQ-1. The specific chemical reaction formula is as follows:

[0012]

[0013] In the above step 1), the molar ratio of TPBD-BH to 2-methylpyrrole is 1:2;

[0014] In the above step 2), the molar ratio of TPBD-BDP, p-toluenesulfonic acid to N-butyl-3-carbazole aldehyde is 1:2:3; the volume-to-molar ratio of toluene, piperidine to TPBD-BDP is 60 mL:1 mL:1 mmol.

[0015] The application of the receptor auxiliary material described in the present invention in an organic solar cell includes the following steps:

[0016] (1) The ITO glass is ultrasonically cleaned successively with dishwashing liquid, deionized water, acetone, and isopropanol, and then vacuum dried;

[0017] (2) PEDOT:PSS is spin-coated on the ITO glass at a spin-coating speed of 2500 rpm / min to prepare a hole transport layer with a thickness of 35 - 40 nm;

[0018] (3) The electron donor PBDB-T, the electron acceptor materials NZQ-1 and Y6 are dissolved together in a chloroform solvent at different mass ratios, with a concentration of 16 mg / mL, and are spin-coated on the hole PEDOT:PSS transport layer at room temperature and in a nitrogen atmosphere at a spin-coating speed of 2500 rpm / min for a spin-coating time of 60 s to form a bulk heterojunction film; then it is treated by solvent vapor annealing and exposed to tetrahydrofuran vapor for 40 s for annealing;

[0019] (4) PFN-Br is dissolved in a methanol solvent and spin-coated on the top of the active layer at a spin-coating speed of 3000 rpm / min for a spin-coating time of 1 min; an electron transport layer is formed;

[0020] (5) Under vacuum conditions, metallic aluminum (Ag) is thermally evaporated and deposited on the top of the PFN-Br electron transport layer.

[0021] For the organic solar cell described in the present invention, the structural layers of the battery device from bottom to top are successively a transparent conductive substrate (ITO glass), a hole transport layer [poly(3,4-ethylenedioxythiophene) (PEDOT): poly(styrenesulfonic acid) (PSS)], an organic active layer, an electron transport layer (polyfluorene derivative (PFN-Br)), and a metal electrode (Ag). The organic active layers are respectively the bulk heterojunctions of the donor and the acceptor, PBDB-T:Y6, PBDB-T:NZQ-1, PBDB-T:NZQ-1:Y6;

[0022] In the active layer described above, the preferred mass ratios of PBDB-T:NZQ-1, PBDB-T:Y6, and PBDB-T:NZQ-1:Y6 are 1:1.2, 1:1.2, and 1:0.2:1, respectively.

[0023] The molecular structural formulas of the acceptor auxiliary material NZQ-1, acceptor material Y6, and donor material PBDB-T in the ternary organic active layer of the present invention are shown as follows:

[0024]

[0025] Advantages of the present invention

[0026] Compared with the prior art, the electron acceptor of the present invention and its application in organic solar cells have the following advantages: (1) The synthesis process of this type of small molecule solar electron acceptor auxiliary material is simple, the reaction conditions are mild, the selectivity is good, and the production cost is low; (2) The acceptor molecule NZQ-1 has a long absorption wavelength, a wide absorption range, and a large absorption intensity, and its absorption spectrum forms a complement with the absorption spectra of the donor PBDB-T and the non-fullerene acceptor Y6, which can broaden the light absorption range of the entire system, thereby being beneficial to improving the short-circuit current (Jsc) of the device; (3) This type of small molecule solar electron acceptor auxiliary material has excellent photothermal stability and a high open-circuit voltage, and these excellent properties make it have great application potential in solar cells; (4) This type of small molecule solar electron acceptor auxiliary material can form good energy level matching and effective charge transfer with the donor PBDB-T and the non-fullerene acceptor Y6, which is beneficial to improving the performance of the battery device, and the highest photoelectric conversion efficiency can reach 14.42%, showing good application prospects in the field of solar cells. Description of the drawings

[0027] Figure 1 It is the thin film - electron absorption spectrum diagram of the acceptor auxiliary material NZQ-1, acceptor material Y6, and donor material PBDB-T, where the abscissa is the wavelength, with the unit of nm, and the ordinate is the absorbance;

[0028] Figure 2 It is the thin film - fluorescence emission spectrum diagram of the acceptor auxiliary material NZQ-1, acceptor material Y6, and their blend, where the abscissa is the wavelength, with the unit of nm, and the ordinate is the emission intensity;

[0029] Figure 3 It is the energy level diagram of the acceptor auxiliary material NZQ-1, acceptor material Y6, and donor material PBDB-T in the preparation of the organic solar cell of the present invention, where the ordinate is the energy level, with the unit of eV;

[0030] Figure 4For the application of the electron acceptor auxiliary material NZQ-1 of the present invention in organic solar cells, under preferred conditions, it is the current density (Jsc)-voltage (Voc) diagram of the device based on the active layer PBDB-T:NZQ-1, PBDB-T:Y6, or PBDB-T:NZQ-1:Y6 in the solar cell. Detailed implementation mode

[0031] The present invention will be further described below with reference to specific drawings.

[0032] Characterize and confirm the acceptor structure of a solar cell using 1HNMR and MALDI-TOF-MS spectra. The instruments used for detection are: Bruker ARX600 nuclear magnetic resonance spectrometer (using deuterated chloroform as the solvent), Shimadzu UV-3100 ultraviolet-visible spectrophotometer (scanning range 300-900 nm, optical path slit 2 nm), and the fluorescence spectrum is tested with an American Amico Bowman Series2 Luminescence Spectrometer. The photoelectric conversion efficiency of the device is tested with a Keithley 2400 source meter (AM1.5G, 100 mW / cm 2 )

[0033] Example 1

[0034] Preparation of BODIPY derivative TPBD-BDP

[0035] Under argon protection, dissolve TPBD-BH (717 mg, 1.48 mmol) and 2-methylpyrrole (240 mg, 2.96 mmol) in 150 mL of dichloromethane under argon protection; add trifluoroacetic acid (100 μL), and stir the reaction in the dark at room temperature for 10 min; then, continue to stir the reaction mixture at room temperature for 4 h; after adding 2,3-dichloro-5,6-dicyano-4-benzoquinone (336 mg, 1.48 mmol), remove argon, and stir the reaction at room temperature for 1 h. Slowly add triethylamine (2 mL) and boron trifluoride diethyl ether (2 mL) to the reaction solution under ice bath conditions, and let it warm up to room temperature and react for 3 h. Dilute the mixture with dichloromethane, wash it with saturated brine, separate the organic phase, dry it over anhydrous sodium sulfate, evaporate the solvent under reduced pressure, and then purify it by silica gel column chromatography. The eluent is dichloromethane-petroleum ether (v:v = 1:8) to obtain BODIPY derivative TPBD-BDP (370 mg, 37%). 11H NMR (600 MHz, CDCl3, ppm): δ 8.12 (d, J = 8.4 Hz, 2H), 7.91 (d, J = 8.4 Hz, 2H), 7.87 - 7.80 (m, 2H), 7.68 (d, J = 7.8 Hz, 2H), 7.31 (t, J = 7.8 Hz, 3H), 7.24 - 7.19 (m, 7H), 7.08 (t, J = 7.2 Hz, 2H), 6.85 (d, J = 4.2 Hz, 2H), 6.30 (d, J = 4.2 Hz, 2H), 2.68 (s, 6H).

[0036] Example 2

[0037] Preparation of Compound NZQ-1

[0038] Under anhydrous conditions, compound TPBD-BDP (150 mg, 0.22 mmol) and N-butyl-3-carbazole aldehyde (166 mg, 0.66 mmol) were placed in a 100 mL two-necked reaction flask. Freshly dried p-toluenesulfonic acid (35 mg, 0.37 mmol) was added, equipped with a Dean-Stark apparatus, and then anhydrous toluene (30 mL) was added to dissolve. Piperidine (0.5 mL) was added as a catalyst, and the mixture was stirred and heated to reflux for 4 - 6 hours. After the reaction was completed, it was cooled to room temperature. The mixture was diluted with dichloromethane, washed with water, and the organic phase was separated, dried over anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, it was separated and purified by silica gel column chromatography. The eluent was dichloromethane - petroleum ether (v:v = 1:1), and the receptor material NZQ-1 (40 mg, 16%) was obtained. 1 1H NMR (600 MHz, CDCl3, ppm): δ 8.38 (s, 2H), 8.23 (d, J = 7.8 Hz, 2H), 8.15 (d, J = 8.4 Hz, 2H), 7.92 (d, J = 9 Hz, 2H), 7.89 (t, J = 7.8 Hz, 4H), 7.82 (d, J = 8.4 Hz, 1H), 7.75 (d, J = 7.8 Hz, 2H), 7.61 (s, 2H), 7.51 (t, J = 7.8 Hz, 2H), 7.47 - 7.43 (m, 5H), 7.32 (t, J = 7.8 Hz, 6H), 7.24 - 7.20 (m, 6H), 7.09 (t, J = 7.2 Hz, 3H), 7.01 (s, 1H), 6.96 (d, J = 4.2 Hz, 2H), 4.35 (d, J = 6.6 Hz, 4H), 1.94 - 1.87 (m, 4H), 1.47 - 1.41 (m, 4H), 0.99 (t, J = 7.2 Hz, 6H). MADLI-TOF MS: C 75 H 60BF2N7S Calculated for:1140.2208;found:1140.4741[M] + .

[0039] Example 3

[0040] Film - electron absorption spectra of small - molecule acceptor material NZQ - 1, Y6 and donor material PBDB - T for solar cells.

[0041] Compounds NZQ - 1, PBDB - T, and Y6 were separately dissolved in chloroform solution and spin - coated to prepare films, and their film electron absorption spectra were measured.

[0042] Figure 1 Film - electron absorption spectra of small - molecule acceptor auxiliary material NZQ - 1, acceptor material Y6 and donor material PBDB - T for solar cells.

[0043] Example 4

[0044] Film fluorescence emission spectra of blends of small - molecule acceptor auxiliary material NZQ - 1, acceptor material Y6 and donor material PBDB - T for solar cells.

[0045] Compounds NZQ - 1:PBDB - T, Y6:PBDB - T, and Y6:NZQ - 1:PBDB - T were separately dissolved in chloroform solution and spin - coated to prepare films, and their film fluorescence emission spectra were measured.

[0046] Figure 2 Film fluorescence emission spectra of small - molecule acceptor materials NZQ - 1 and Y6 and their blends for solar cells.

[0047] Example 5

[0048] Preparation of organic solar cell devices

[0049] The battery device is constructed with indium tin oxide (ITO) / PEDOT:PSS / active layer / PFN - Br / Ag. Among them, ITO is the indium tin oxide conductive glass substrate layer; poly(3,4 - ethylenedioxythiophene):poly(styrenesulfonate) (PEDOT:PSS) is the hole - transporting layer (HTL); the active layer is a binary active layer composed of donor PBDB - T and acceptors NZQ - 1 and Y6 respectively, and a ternary active layer composed of a blend layer of NZQ - 1 and Y6; poly[(9,9 - bis(3 - (N,N - dimethylamino)propylfluorene)-2,7 - )-alt-2,7-(9,9 - dioctylfluorene)(PFN)]-Br is the electron - transporting layer (ETL); Ag is the cathode.

[0050] PEDOT:PSS was spin-coated on an ITO glass that had been ultrasonically cleaned successively with dishwashing liquid, deionized water, acetone, and isopropyl alcohol and then vacuum-dried. The spin-coating speed was 2500 rpm / min to prepare a hole transport layer with a thickness of 35 - 40 nm. An active layer chloroform solution was prepared by mixing an electron donor and an electron acceptor in amounts corresponding to the above PBDB-T:NZQ-1 mass ratios of 1:0.4, 1:0.8, 1:1.2, and 1:1.4 respectively, with a concentration of 16 mg / mL. It was spin-coated on the hole transport layer of PEDOT:PSS at room temperature and in a nitrogen atmosphere. The spin-coating speed was 2500 rpm / min and the spin-coating time was 60 s to form a bulk heterojunction thin film. Then it was treated by solvent vapor annealing (SVA), exposed to tetrahydrofuran vapor for 40 s for annealing. Then PFN-Br was dissolved in a methanol solvent, and the above PFN-Br methanol solution was spin-coated on the bulk heterojunction active layer to form a PFN-Br electron transport layer. The spin-coating speed was 3000 rpm / min and the spin-coating time was 60 s. Finally, under vacuum conditions, silver (Ag) was deposited on top of the PFN-Br layer by thermal evaporation.

[0051] Example 6

[0052] PEDOT:PSS was spin-coated on an ITO glass that had been ultrasonically cleaned successively with dishwashing liquid, deionized water, acetone, and isopropyl alcohol and then vacuum-dried. The spin-coating speed was 2500 rpm / min to prepare a hole transport layer with a thickness of 35 - 40 nm. An active layer chloroform solution was prepared by mixing an electron donor and an electron acceptor in amounts corresponding to the above PBDB-T:Y6 mass ratios of 1:0.4, 1:0.8, 1:1.2, and 1:1.4 respectively, with a concentration of 16 mg / mL. It was spin-coated on the hole transport layer of PEDOT:PSS at room temperature and in a nitrogen atmosphere. The spin-coating speed was 2500 rpm / min and the spin-coating time was 60 s to form a bulk heterojunction thin film. Then it was treated by solvent vapor annealing (SVA), exposed to tetrahydrofuran vapor for 40 s for annealing. Then PFN-Br was dissolved in a methanol solvent, and the above PFN-Br methanol solution was spin-coated on the bulk heterojunction active layer to form a PFN-Br electron transport layer. The spin-coating speed was 3000 rpm / min and the spin-coating time was 60 s. Finally, under vacuum conditions, silver (Ag) was deposited on top of the PFN layer by thermal evaporation.

[0053] Example 7

[0054] PEDOT:PSS was spin-coated on ITO glass that had been ultrasonically cleaned successively with dishwashing liquid, deionized water, acetone, and isopropyl alcohol and then vacuum-dried at a spin-coating speed of 2500 rpm / min to prepare a hole transport layer with a thickness of 35 - 40 nm. The electron donor and electron acceptor were formulated into a chloroform solution of the active layer according to the above mass ratios of PBDB-T:NZQ-1:Y6 of 1:0.1:1.1, 1:0.2:1, and 1:0.3:0.9, respectively, with a concentration of 16 mg / mL. It was spin-coated on the hole transport layer of PEDOT:PSS at room temperature and in a nitrogen atmosphere at a spin-coating speed of 2500 rpm / min for 60 s to form a bulk heterojunction thin film. Then, it was treated by solvent vapor annealing (SVA), exposed to tetrahydrofuran vapor for 40 s for annealing. Then, PFN-Br was dissolved in a methanol solvent, and the above PFN-Br methanol solution was spin-coated on the bulk heterojunction active layer to form a PFN-Br electron transport layer at a spin-coating speed of 3000 rpm / min for 60 s. Finally, under vacuum conditions, silver (Ag) was deposited on the top of the PFN-Br layer by thermal evaporation.

[0055] Example 8

[0056] In the present invention, PBDB-T is used as the donor material of the solar cell and NZQ-1 and Y6 are used as the acceptor materials of the solar cell to prepare an organic solar cell. The binary blend active layers are PBDB-T:NZQ-1 (mass ratios are 1:0.4, 1:0.8, 1:1.2, 1:1.4), PBDB-T:Y6 (mass ratio is 1:0.4, 1:0.8, 1:1.2, 1:1.4), and the ternary blend active layer is PBDB-T:NZQ-1:Y6 (mass ratio is 1.0:0.1:1.1, 1.0:0.2:1.0, 1:0.3:0.9). The photoelectric conversion efficiencies of the devices were tested respectively, and the results are shown in Table 1, Table 2, and Table 3. In addition, the current-voltage curve of the photoelectric conversion efficiency of the device under optimized conditions is shown in Figure 4 .

[0057] Table 1 Photoelectric parameters of organic solar cells with different mass ratios of the active layer PBDB-T:NZQ-1

[0058]

[0059] a. Photoelectric parameters under optimized conditions

[0060] Table 2 Photoelectric parameters of organic solar cells with different mass ratios of the active layer PBDB-T:Y6

[0061]

[0062] a. Photoelectric parameters under optimized conditions

[0063] Table 3 Photovoltaic parameters of organic solar cells with different mass ratios of active layer PBDB-T: NZQ-1: Y6

[0064]

[0065] a. Photovoltaic parameters under optimized conditions.

Claims

1. A BODIPY-based organic solar cell receptor auxiliary material, characterized in that: Its structural formula is shown in the figure below:

2. The method for preparing an organic solar cell acceptor auxiliary material according to claim 1, characterized in that: The preparation method is as follows: the compound TPBD-BH reacts with 2-methylpyrrole to obtain the BODIPY derivative TPBD-BDP, which then undergoes a Knoevenagel condensation reaction with N-n-butyl-3-carbazole aldehyde to obtain the receptor material NZQ-1. The reaction formula of the preparation process is as follows:

3. The method for preparing an organic solar cell acceptor material NZQ-1 according to claim 2, characterized in that: The characteristic method includes the following steps: 1) According to claim 3, under the protection of argon, TPBD-BH and 2-methylpyrrole are dissolved in dry dichloromethane. Trifluoroacetic acid is added, and the reaction is stirred for 10 minutes at room temperature in the dark, and then the reaction mixture is stirred for 4 hours at room temperature. After adding 2,3-dichloro-5,6-dicyano-4-benzoquinone, the argon is removed and the reaction is stirred for 1 hour at room temperature. Triethylamine and boron trifluoride ether are slowly added to the reaction solution under ice bath, and the temperature is naturally raised to room temperature for 3 hours. The mixture is extracted with dichloromethane, the organic layer is dried over anhydrous sodium sulfate, the solvent is evaporated under reduced pressure, and then separated and purified by silica gel column chromatography, the eluent is dichloromethane-petroleum ether (v:v=1:8), and the BODIPY derivative TPBD-BDP is obtained; 2) Under anhydrous conditions, the BODIPY derivative TPBD-BDP and N-n-butyl-3-carbazole aldehyde are placed in a 100 mL double-necked reaction bottle, freshly dried p-toluenesulfonic acid is added, then anhydrous toluene is added to dissolve, and piperidine is added as a catalyst, stirred and heated to reflux for 4 to 6 hours. After the reaction is completed, it is cooled to room temperature, the mixture is diluted with dichloromethane, washed with water, the organic layer is dried over anhydrous sodium sulfate, the solvent is evaporated under reduced pressure, and then separated and purified by silica gel column chromatography, the eluent is dichloromethane-petroleum ether (v:v=1:1), and the receptor auxiliary material NZQ-1 is obtained.

4. The method for preparing an organic solar cell acceptor material according to claim 3, characterized in that In the step 2), the molar ratio of TPBD-BDP, p-toluenesulfonic acid and N-n-butyl-3-carbazole carbaldehyde is 1:2:3; the volume and molar ratio of toluene, piperidine and TPBD-BDP is 60 mL:1 mL:1 mmol.

5. Application of organic solar cell receptor auxiliary materials, characterized in that: The organic solar cell device is manufactured with the structure of indium tin oxide (ITO) / polyethoxythiophene (PEDOT):polystyrene sulfonic acid (PSS) / active layer / polyfluorene derivative (PFN)-Br / Ag; the active layer comprises a donor material and an acceptor material, the donor material is PBDB-T, and the acceptor material is acceptor NZQ-1 and Y6.

6. The organic solar cell according to claim 5, characterized in that The binary active layer is PBDB-T:NZQ-1, and the ternary active layer is PBDB-T:NZQ-1:Y6.

7. The organic solar cell according to claim 5, characterized in that The best photovoltaic performance of the battery is achieved when the mass ratio of the ternary active layer blend is PBDB-T:NZQ-1:Y6=1:0.2:1, and the photoelectric conversion efficiency can reach 14.42%.

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