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Indenofluorene derivative based solar cell interface material

A technology of solar cells and interface materials, applied in the field of solar cell interface materials and their preparation

Active Publication Date: 2016-11-09
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the above-mentioned influence of the interface layer on the performance of the battery, the introduction of a double-armed indenofluorene structure on the main chain of the interface layer to prepare a new type of interface material is expected to further improve the surface morphology of metal oxides and enhance the charge transport ability, thereby improving the photovoltaic performance of the device. performance, but so far there is no report on the preparation method of this kind of material and its application in photovoltaic cells

Method used

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  • Indenofluorene derivative based solar cell interface material
  • Indenofluorene derivative based solar cell interface material
  • Indenofluorene derivative based solar cell interface material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0097] Embodiment 1: the synthesis of liposoluble unit

[0098]

[0099] (1) Preparation of 6,6,12,12-tetra-n-octylinden[1,2-b]fluorene (5)

[0100] 2.54g of compound 4 (10mmol) was added in 100mL of tetrahydrofuran / diethyl ether / methyl tert-butyl ether in one or more solvents, under Ar protection, n-BuLi (2.5M, 30mmol, 12mL) was added dropwise at -20°C and After slowly rising to room temperature, stir for 1.5 h, then cool to -20° C., add n-octyl bromide (30 mmol), then warm to room temperature and stir for 4 h. After adding 30mmol n-BuLi and 30mmol n-octyl bromide again, react overnight at room temperature and spot the plate to detect the reaction. After extraction, the solvent was spin-dried and petroleum ether was added to precipitate a solid. Column chromatography collected 8.7 g of a white solid, with a yield of 95%. 1 H NMR (500MHz, CDCl 3 ),δ(ppm):7.78(dd,J=2.0,7.0Hz,2H),7.56(s,2H),7.37(dd,J=3.0,13.5Hz,4H),7.34-7.27(m,2H) ,2.08-2.04(m,8H),1.21-1.08(m,40H),0.83(t,...

Embodiment 2

[0116] Embodiment 2: the synthesis of interface affinity unit

[0117]

[0118] (1) Preparation of 2,7-dibromo-9,9-bis(6-dimethylaminohexyl)fluorene (12)

[0119] 1,6-Dibromohexane (40mL, 256mmol), 40mL of KOH (50%) solution and tetrabutylammonium bromide (TBAB, 1.436g, 4.3mmol) were added to the reaction flask in sequence, and the temperature was raised to 75°C and added Compound 11 (5g, 15.4mmol) continued to react for 15min, cooled to room temperature and extracted with chloroform (30mLx3), washed the organic phase with 1M HCl, washed with saturated brine, dried over anhydrous magnesium sulfate, removed DCM and distilled off 1,6 under reduced pressure -Dibromohexane, the crude product was purified by silica gel column (PE).

[0120] Dissolve the above-mentioned product in 50 mL of tetrahydrofuran / diethyl ether / methyl tert-butyl ether in a certain solvent or a mixture of several solvents, add 20 equivalents of dimethylamine aqueous solution and react in the dark for 24 h...

Embodiment 3

[0123] Embodiment 3: Synthesis of silicon-containing fat-soluble unit

[0124]

[0125] (1) Preparation of 6,6,12,12-tetra-n-octyl-6,12-disilazane[1,2-b]fluorene (5)

[0126] 2.86g of compound 14 (10mmol) was added in 100mL of tetrahydrofuran / diethyl ether / methyl tert-butyl ether in one or more solvents, under Ar protection, n-BuLi (2.5M, 30mmol, 12mL) was added dropwise at -20°C and After slowly rising to room temperature, stir for 1.5 h, then cool to -20° C., add n-octyl bromide (30 mmol), then warm to room temperature and stir for 4 h. After adding 30mmol n-BuLi and 30mmol n-octyl bromide again, react overnight at room temperature and spot the plate to detect the reaction. After extraction, the solvent was spin-dried and petroleum ether was added to precipitate a solid. Column chromatography yielded 6.5 g of a white solid, Yield=88%. 1 H NMR (500MHz, CDCl 3 ), δ(ppm): 7.77(dd,J=2.0,7.0Hz,2H),7.54(s,2H),7.33(dd,J=3.0,13.5Hz,4H),7.31-7.22(m,2H) ,1.75-1.68(m,8H),1.19-1....

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Abstract

The invention belongs to the field of organic polymer functional materials and discloses an indenofluorene derivative based solar cell interface material. A structural formula I or II of the material is as shown in the specification. Due to introduction of a two-arm ester soluble fragment and an interface affinity unit to a main chain of the polymer, charge transferring between an active layer and a metal oxide layer can be effectively improved, and accordingly short-circuit current, open-circuit voltage and fill factors of polymer photovoltaic cells are promoted, and improvement of photoelectric conversion efficiency is realized.

Description

technical field [0001] The invention belongs to the field of functional materials, and in particular relates to a solar cell interface material and its preparation. Background technique [0002] At present, the most widely researched and applied solar cells are mainly monocrystalline silicon, polycrystalline silicon and amorphous silicon series cells. further industrialization. As the third generation of solar cells, organic solar cells have the advantages of low cost, good flexibility, and easy preparation. It is an effective way to improve the performance of solar cells by adjusting the structure of materials to develop new organic solar cells with high conversion efficiency. At present, studies have shown that the interface layer between the metal oxide and the active layer in organic solar cells not only plays a role in electrode modification, but more importantly, it can effectively enhance the built-in electric field of the battery, and at the same time increase the s...

Claims

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Application Information

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IPC IPC(8): C08G61/02C08G61/12H01L51/46
CPCC08G61/02C08G61/123C08G61/126C08G2261/91C08G2261/3142C08G2261/3243C08G2261/344C08G2261/414C08G2261/411C08G2261/143C08G2261/124C08G2261/1412H10K85/111H10K85/113Y02E10/549
Inventor 张杰高潮赵宝锋刘红利弥育华
Owner XIAN MODERN CHEM RES INST
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