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A polymer donor material, its preparation method and organic solar cell comprising it

A technology of solar cells and polymers, applied in the field of solar cells, can solve problems affecting the photoelectric performance of cells, poor polymer solubility, and material film-forming properties, so as to promote π-π stacking, ensure planarity and solubility , the effect of lowering the energy level

Active Publication Date: 2022-06-24
THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, although fluorine-containing D-A conjugated polymers have achieved excellent results in the construction of donor materials due to their lower energy levels, they have also brought about the disadvantage of poor polymer solubility, which makes the film-forming properties of materials difficult. Deterioration, affecting the photoelectric performance of the battery

Method used

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  • A polymer donor material, its preparation method and organic solar cell comprising it
  • A polymer donor material, its preparation method and organic solar cell comprising it
  • A polymer donor material, its preparation method and organic solar cell comprising it

Examples

Experimental program
Comparison scheme
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preparation example 1

[0055] This preparation example provides a polymer donor material P1 Its synthetic route is as follows:

[0056]

[0057] The specific synthesis steps are as follows:

[0058] (1) Difluorodibromodihydroxybenzene raw material 1 (207 mg), 1-bromo-octane (1.05 g), sodium hydride (326 mg), and anhydrous DMF (2 mL) were sequentially added to a 25 mL Schlenck tube, under nitrogen protection, React at 130°C for 24 hours, add 3 mL of saturated aqueous sodium chloride solution, extract three times with petroleum ether, evaporate the organic layer under reduced pressure, and then pass through a silica gel column, using dichloromethane: petroleum ether (volume ratio 1:8) as the eluent, The product 2 was obtained as a colorless oil (348 mg, 66% yield).

[0059] Characterization of Compound 2:

[0060] 1 H NMR (CDCl 3 ,400MHz,δ / ppm):4.02(t,J=6.7Hz,2H),1.82(m,2H),1.51(m,2H),1.33(m,8H),0.92(t,J=6.3Hz, 3H). The H NMR spectrum of compound 2 is as follows figure 1 shown.

[0061] ...

preparation example 2

[0079] This preparation example provides a polymer donor material P2 Its synthetic route is as follows:

[0080]

[0081] The specific synthesis steps are as follows:

[0082] Steps (1), (2), (3) are the same as in Preparation Example 1;

[0083] (4) Compound 4 (47 mg), compound 6 (62 mg) and Pd (PPh) were added to a 10 mL Schlenck tube in sequence 3 ) 4 (4.7mg) and toluene (2mL), reacted under nitrogen protection at 110 ° C for 24 hours, cooled to room temperature, the reaction solution was added dropwise to 150mL of methanol for chromatography to obtain a crude product, which was then used respectively with n-hexane, dichloromethane, Chloroform was subjected to Soxhlet extraction, the obtained chloroform solution was collected and gradually dropped into methanol, and a red solid product was obtained by chromatography, which was the polymer donor material P2 (53 mg, yield 68%).

[0084] Characterization of polymer donor material P2:

[0085] 1 H NMR (CDCl 3 , 400MH...

preparation example 3

[0089] This preparation example provides a polymer donor material P3 Its synthetic route is as follows:

[0090]

[0091] The specific synthesis steps are as follows:

[0092] (1) Into a 25mL Schlenck tube, add raw material 7 (207mg), 1-bromo-octane (1.05g), sodium hydride (326mg), anhydrous DMF (2mL) in sequence, under nitrogen protection, react at 130°C for 24 hours, add 3 mL of saturated aqueous sodium chloride solution was extracted three times with petroleum ether, the organic layer was evaporated under reduced pressure and passed through a silica gel column, and dichloromethane: petroleum ether (volume ratio 1:8) was the eluent to obtain a colorless oily product 8 ( 380 mg, 72% yield).

[0093] Characterization of Compound 8:

[0094] Mass spectral data: MALDI-TOF MS (m / z): 528.1 (M + ).

[0095] (2) Compound 8 (150mg), 2-thiophenetrimethyltin reagent (277mg) and Pd(PPh) were added to a 25mL Schlenck tube in sequence 3 ) 4 (32.4 mg), anhydrous DMF (3 mL), reac...

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Abstract

The invention provides a polymer donor material, a preparation method thereof and an organic solar battery comprising the same. The polymer donor material has the structure shown in formula I. The organic solar cell includes an anode, a hole transport layer, an active material layer, an electron transport layer and a cathode stacked in sequence; the active material layer includes an electron donor and an electron acceptor, and the electron donor is selected from the high One or a combination of at least two of the molecular donor materials. The polymer donor material provided by the present invention has a divalent phenyl unit structure containing both alkoxy and fluorine substituents, so it has good solubility and photoelectric properties, and can be used as an electron donor for organic solar cells. The energy conversion efficiency of organic solar cells reaches more than 15%, and it is one of the few donor materials that can make the efficiency of organic solar cells exceed 15%.

Description

technical field [0001] The invention belongs to the technical field of solar cells, and in particular relates to a polymer donor material, a preparation method thereof and an organic solar cell comprising the same. Background technique [0002] Organic solar cells use organic conjugated molecules as active materials, which have many advantages such as light weight, flexibility, wide source of raw materials, solution processing, and large-scale preparation. The development and continuous progress of conjugated molecular materials are the driving force for improving the performance of organic solar cells. At present, many kinds of organic conjugated compounds, including conjugated polymers, conjugated small molecules, fullerenes, etc., have been applied to the active layer of cells. [0003] CN 104031245A discloses a polymer photovoltaic material, which is a D-A type conjugated polymer material, which uses two-dimensional conjugated benzodithiophene or naphthodithiophene units...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/42H01L51/46
CPCC08G61/126C08G2261/124C08G2261/146C08G2261/1424C08G2261/3223C08G2261/3243C08G2261/414C08G2261/91H10K85/151H10K30/00Y02E10/549
Inventor 丁黎明肖作
Owner THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA
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