Preparation and application of liquid crystal functionalized pyridine compound

A functional and compound technology, which is applied in organic chemistry, photosensitive equipment, semiconductor/solid-state device manufacturing, etc., can solve the problems of high additive cost, reduce electrolyte conductivity, increase electrolyte viscosity, etc., achieve less battery assembly procedures, and improve battery performance. Efficiency, cost reduction effects

Active Publication Date: 2012-06-27
JIANGSU DEWEI ADVANCED MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The electrolyte of the batteries assembled by the above-mentioned several methods all contains a certain concentration of additives (0.45-1.0M), which will reduce the conductivity of the electrolyte and cause a reduction in short-circuit current (see: Electrochim.Acta2006, 51, 5286-5294; Langmuir 2008, 24, 4411-4419; Electrochim. Acta 2010, 55, 7159-7165)
In addition, some high-viscosity and solid-state electrolytes, such as NBB, NMBI and benzimidazole with ionic liquid structure, will increase the viscosity of the electrolyte (see: Energy Mater.Sol.Cells 2007, 91, 1062-1065; Chem.Commun. 2011, 47, 11516-11518), thereby reducing the diffusion rate of the redox pair (see: Electrochim.Acta 2008, 53, 5503-5508), resulting in a decrease in battery performance
At the same time, the cost of additives is also high (TBP: 400RMB / 10mL, Dalian Qiseguang Technology Co., Ltd.; TBP: 885RMB / 25mL, NMB: 646RMB / 5g, NBB: 212RMB / 5g, Wuhan Geao Science and Education Instrument Co., Ltd.)

Method used

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  • Preparation and application of liquid crystal functionalized pyridine compound
  • Preparation and application of liquid crystal functionalized pyridine compound
  • Preparation and application of liquid crystal functionalized pyridine compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] The synthesis of: 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). Get 1g (10.75mmol) 4-picoline and dissolve into THF (50mL), in N 2 Cooled to -30°C under protection, LDA (6.5mL, 12.90mmol) was slowly added dropwise, then stirred at -30°C for 0.5 hours, and finally 3.0g (10.0mmol) was added quickly, then stirred at -30°C for 0.5 hours, the solvent was removed under reduced pressure, and the product was obtained by passing through the column 1 HNMR (300MHz, CDCCl 3 ): 8.50(d, 2H), 7.83-7.85(dd, 4H), 7.70(d, 2H), 7.24(d, 2H), 7.06(d, 2H), 4.08(t, 2H), 2.78(t, 2H), 2.06(m, 2H).

Embodiment 2

[0039] The synthesis of: 20mmol dibromobutane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20 mL) solution, under N2 protection, react at 70° C. for 12 h. 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) . Get 1g (10.75mmol) 4-picoline and dissolve into THF (50mL), in N 2 Cooled to -30°C under protection, LDA (6.5mL, 12.90mmol) was slowly added dropwise, then stirred at -30°C for 0.5 hours, and finally 3.53g (10.3mmol) was added quickly, then stirred at -30°C for 0.5 hours, the solvent was removed under reduced pressure, and the product was obtained by passing through the column 1 HNMR (300MHz, CDCCl 3 ): 8.58(d, 2H), 7.86-7.84(dd, 4H), 7.69(d, 2H), 7.22(d, 2H), 7.06(d, 2H), 4.09(t, 2H), 2.69(t, 2H), 1.76 (m, 2H), 1.59-1.30 (m, 4H).

Embodiment 3

[0041] The synthesis of: 20mmol dibromohexane and 20mmol K 2 CO 3 were added to 10mmol In acetone (20 mL) solution, under N2 protection, react at 70° C. for 12 h. 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). Get 1g (10.75mmol) 4-picoline and dissolve into THF (50mL), in N 2 Cooled to -30°C under protection, LDA (6.5mL, 12.90mmol) was slowly added dropwise, then stirred at -30°C for 0.5 hours, and finally 3.82g (10.0mmol) was added quickly, then stirred at -30°C for 0.5 hours, the solvent was removed under reduced pressure, and the product was obtained by passing through the column 1 HNMR (300MHz, CDCCl 3 ): 8.50(d, 2H), 7.84-7.86(dd, 4H), 7.72(d, 2H), 7.27(d, 2H), 7.09(d, 2H), 4.06(t, 2H), 2.68(t, 2H), 1.76 (m, 2H), 1.58 (d, 2H), 1.27-1.45 (m, 6H).

[0042] Embodiments 4 to 9 are specifi...

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Abstract

The invention discloses a liquid crystal functionalized pyridine compound. The chemical structural formula of the compound is shown in the specifications, wherein m=3-9. When the liquid crystal functionalized pyridine compound is taken as a photoanode interface modifying material of a dye-sensitized solar cell, the addition of an additive into an electrolyte is avoided, the photoelectric conversion efficiency of the dye-sensitized solar cell is increased, the manufacturing cost of the dye-sensitized solar cell is saved, and the performance of the dye-sensitized solar cell is improved.

Description

technical field [0001] The invention belongs to a dye-sensitized solar cell component, and relates to a photoanode interface modification material of 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 TiO 2 Electrode surfac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/30H01G9/042H01G9/20H01L51/46
CPCY02E10/542Y02E10/549
Inventor 严锋赵杰徐丹邱丽华
Owner JIANGSU DEWEI ADVANCED MATERIALS
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