Cyanobiphenyl-functionalized benzimidazole compound, and preparation and application thereof

Abstract

The invention discloses a surface decoration material of a dye-sensitized photo-anode in a dye-sensitized solar cell. The surface decoration material is a cyanobiphenyl-functionalized benzimidazole compound with a chemical structural formula shown as below, wherein, n is equal to 2 to 8. The cyanobiphenyl-functionalized benzimidazole compound is used as the photo-anode interface decoration material of the dye-sensitized solar cell; and meanwhile, under the circumstance that additives are not required in an electrolyte, the photoelectric conversion efficiency of the dye-sensitized solar cell is improved, the costs needed for manufacturing the dye-sensitized solar cell are saved and the performance of the dye-sensitized solar cell is improved.

Description

technical field

[0001] The invention belongs to the field of dye-sensitized solar cells, and relates to a surface modification material for a dye-sensitized photoanode in a dye-sensitized solar cell. Background technique

[0002] The photoanode is the core component of dye-sensitized solar cells. Its main function is to use a huge surface area to adsorb monolayer dyes, and it is also a carrier for charge separation and transport. The semiconductor thin film materials used in DSSC mainly include TiO 2 , ZnO, SnO 2 , Nb 2 o 5 , SrTiO 3 , Zn 2 SnO 4 etc. So far, the most excellent performance is still nano-TiO 2 semiconductor. However, the huge surface area of ​​semiconductor electrodes also increases the probability of charge recombination on the electrode surface, thereby reducing the photoelectric conversion efficiency of solar cells. In order to improve the photovoltaic performance of the battery and reduce electron recombination, it is necessary to optimize the Ti...

Examples

Embodiment 1

[0035] The synthesis of: with reference to literature (Chem.Mater.1992,4,1246-1253), 20mmol dibromoethane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20mL) solution, N 2 Under protection, react at 70°C for 12h. Filtration, and removal of solvent gave a precipitate, which was recrystallized to give 1 HNMR (300MHz, CDCl 3 ): 7.67 (m, 4H), 7.54 (d, 2H), 7.02 (d, 2H), 4.35 (t, 2H), 3.67 (t, 2H). Take 25mmol KOH and add to 10mmol In a solution of acetonitrile (20 mL) mixed with 12 mmol benzimidazole, react in an ice-water bath for 8 h. filtered and washed 1 HNMR (300MHz, CDCCl 3 ): 7.90(s, 1H), 7.82(d, 1H), 7.60-7.70(dd, 4H), 7.52(d, 2H), 7.41(d, 1H), 7.24-7.34(m, 2H), 6.96( d, 2H), 4.20 (t, 2H), 3.97 (dd, 2H).

Embodiment 2

[0037] The synthesis of: with reference to literature (Chem.Mater.1992,4,1246-1253), 20mmol dibromoethane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20mL) solution, N 2 Under protection, react at 70°C for 12h. Filtration, and removal of solvent gave a precipitate, which was recrystallized to give 1 HNMR (300MHz, CDCl 3 ): 7.66(m, 4H), 7.53(d, 2H), 6.99(d, 2H), 4.06(t, 2H), 3.51(t, 2H), 2.10(m, 2H), 1.98(m, 2H) . Take 25mmol KOH and add to 10mmol In a solution of acetonitrile (20 mL) mixed with 12 mmol benzimidazole, react in an ice-water bath for 8 h. filtered and washed 1 HNMR (300MHz, CDCCl 3 ): 7.90(s, 1H), 7.82(d, 1H), 7.60-7.70(dd, 4H), 7.52(d, 2H), 7.41(d, 1H), 7.24-7.34(m, 2H), 6.96( d, 2H), 4.20 (t, 2H), 3.97 (dd, 2H), 2.0-2.2 (m, 2H), 1.8-1.9 (m, 2H).

Embodiment 3

[0039] The synthesis of: with reference to literature (Chem.Mater.1992,4,1246-1253), 20mmol dibromoethane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20mL) solution, N 2 Under protection, react at 70°C for 12h. Filtration, and removal of solvent gave a precipitate, which was recrystallized to give 1 HNMR (300MHz, CDCl 3 ): 7.66(m, 4H), 7.53(d, 2H), 6.99(d, 2H), 4.01(t, 2H), 3.43(t, 2H), 1.91(m, 2H), 1.83(m, 2H) , 1.53 (s, 4H). Take 25mmol KOH and add to 10mmol In a solution of acetonitrile (20 mL) mixed with 12 mmol benzimidazole, react in an ice-water bath for 8 h. filtered and washed 1 1 HNMR (300MHz, CDCCl 3 ): 7.90(s, 1H), 7.82(d, 1H), 7.60-7.70(dd, 4H), 7.52(d, 2H), 7.41(d, 1H), 7.24-7.34(m, 2H), 6.96( d, 2H), 4.20 (t, 2H), 3.97 (dd, 2H), 1.72-2.02 (m, 4H), 0.9-1.6 (m, 8H).

technical field

[0001] The invention belongs to the field of dye-sensitized solar cells, and relates to a surface modification material for a dye-sensitized photoanode in a dye-sensitized solar cell. Background technique

[0002] The photoanode is the core component of dye-sensitized solar cells. Its main function is to use a huge surface area to adsorb monolayer dyes, and it is also a carrier for charge separation and transport. The semiconductor thin film materials used in DSSC mainly include TiO 2 , ZnO, SnO 2 , Nb 2 o 5 , SrTiO 3 , Zn 2 SnO 4 etc. So far, the most excellent performance is still nano-TiO 2 semiconductor. However, the huge surface area of ​​semiconductor electrodes also increases the probability of charge recombination on the electrode surface, thereby reducing the photoelectric conversion efficiency of solar cells. In order to improve the photovoltaic performance of the battery and reduce electron recombination, it is necessary to optimize the Ti...

Examples

Embodiment 1

[0035] The synthesis of: with reference to literature (Chem.Mater.1992,4,1246-1253), 20mmol dibromoethane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20mL) solution, N 2 Under protection, react at 70°C for 12h. Filtration, and removal of solvent gave a precipitate, which was recrystallized to give 1 HNMR (300MHz, CDCl 3 ): 7.67 (m, 4H), 7.54 (d, 2H), 7.02 (d, 2H), 4.35 (t, 2H), 3.67 (t, 2H). Take 25mmol KOH and add to 10mmol In a solution of acetonitrile (20 mL) mixed with 12 mmol benzimidazole, react in an ice-water bath for 8 h. filtered and washed 1 HNMR (300MHz, CDCCl 3 ): 7.90(s, 1H), 7.82(d, 1H), 7.60-7.70(dd, 4H), 7.52(d, 2H), 7.41(d, 1H), 7.24-7.34(m, 2H), 6.96( d, 2H), 4.20 (t, 2H), 3.97 (dd, 2H).

Embodiment 2

[0037] The synthesis of: with reference to literature (Chem.Mater.1992,4,1246-1253), 20mmol dibromoethane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20mL) solution, N 2 Under protection, react at 70°C for 12h. Filtration, and removal of solvent gave a precipitate, which was recrystallized to give 1 HNMR (300MHz, CDCl 3 ): 7.66(m, 4H), 7.53(d, 2H), 6.99(d, 2H), 4.06(t, 2H), 3.51(t, 2H), 2.10(m, 2H), 1.98(m, 2H) . Take 25mmol KOH and add to 10mmol In a solution of acetonitrile (20 mL) mixed with 12 mmol benzimidazole, react in an ice-water bath for 8 h. filtered and washed 1 HNMR (300MHz, CDCCl 3 ): 7.90(s, 1H), 7.82(d, 1H), 7.60-7.70(dd, 4H), 7.52(d, 2H), 7.41(d, 1H), 7.24-7.34(m, 2H), 6.96( d, 2H), 4.20 (t, 2H), 3.97 (dd, 2H), 2.0-2.2 (m, 2H), 1.8-1.9 (m, 2H).

Embodiment 3

[0039] The synthesis of: with reference to literature (Chem.Mater.1992,4,1246-1253), 20mmol dibromoethane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20mL) solution, N 2 Under protection, react at 70°C for 12h. Filtration, and removal of solvent gave a precipitate, which was recrystallized to give 1 HNMR (300MHz, CDCl 3 ): 7.66(m, 4H), 7.53(d, 2H), 6.99(d, 2H), 4.01(t, 2H), 3.43(t, 2H), 1.91(m, 2H), 1.83(m, 2H) , 1.53 (s, 4H). Take 25mmol KOH and add to 10mmol In a solution of acetonitrile (20 mL) mixed with 12 mmol benzimidazole, react in an ice-water bath for 8 h. filtered and washed 1 1 HNMR (300MHz, CDCCl 3 ): 7.90(s, 1H), 7.82(d, 1H), 7.60-7.70(dd, 4H), 7.52(d, 2H), 7.41(d, 1H), 7.24-7.34(m, 2H), 6.96( d, 2H), 4.20 (t, 2H), 3.97 (dd, 2H), 1.72-2.02 (m, 4H), 0.9-1.6 (m, 8H).

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