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Ionic conductors containing phenyl/biphenyl and hydroxyalkyl as well as preparation method and application of ionic conductors

A technology of ionic conductor and biphenyl, which is applied in the field of organic photoelectric materials, can solve the problems such as the limitation of electrical conductivity, and achieve the effect of increasing the open circuit photovoltage, low price and simple structure

Inactive Publication Date: 2018-08-10
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, the biimidazolium cations are mostly connected by alkyl chains or polyethylene glycol chains, and the isolated π-π stacking effect on the imidazole ring limits its conductivity.

Method used

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  • Ionic conductors containing phenyl/biphenyl and hydroxyalkyl as well as preparation method and application of ionic conductors
  • Ionic conductors containing phenyl/biphenyl and hydroxyalkyl as well as preparation method and application of ionic conductors
  • Ionic conductors containing phenyl/biphenyl and hydroxyalkyl as well as preparation method and application of ionic conductors

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1: Preparation of ionic conductor 1,1'-(1,4-phenyl)-3,3'-hydroxyethyldiimidazolium iodide salt

[0025] 1,4-Diimidazolidine was determined according to literature methods [J. Z. Vlahakis, S. Mitu, G. Roman, E. P. Rodriguez, I. E. Crandall and Szarek, W. A. Bioorg. Med. Chem , 2011. 19, 6525-6542] Preparation, specifically: 1,4-dibromobenzene (1 mmol), imidazole (4.2 mmol), K 2 CO 3 (3.2 mmol), CuSO 4 (0.02mmol) were mixed and ground evenly, and reacted in an autoclave at 180°C for 24 h. The resulting product was dissolved in deionized water and filtered. The filter cake was washed three times with deionized water, dissolved in ethanol, filtered, rotary evaporated to remove the solvent, and finally vacuum-dried to obtain the brown product 1,4-diimidazole benzene with a yield of 80%.

[0026] Add 5 mL of n-propanol and 1,4-diimidazole benzene (1 mol) into a 50 mL two-necked round bottom flask, stir at room temperature for 1 h, and add iodoethanol (1 mmol) aft...

Embodiment 2

[0027] Example 2: Preparation of ionic conductor 1,1'-(1,4-phenyl)-3,3'-hydroxypentyldiimidazolium bromide salt

[0028] Add 5 mL of n-propanol and 1,4-diimidazole (1 mol) into a 50 mL two-necked round-bottom flask, stir at room temperature for 1 h until 1,4-diimidazole is dissolved, then add bromopentyl alcohol (1 mmol ) at 80°C for 48 h. Finally, the product was precipitated in ether with a yield of 80%.

Embodiment 3

[0029] Example 3: Preparation of ionic conductor 1,1'-(4,4'-biphenyl)-3,3'-hydroxyethyldiimidazolium iodide salt

[0030] 4,4’-diimidazole biphenyl according to literature method [J. Z. Vlahakis, S. Mitu, G. Roman, E. P. Rodriguez, I. E. Crandall and Szarek, W. A. Bioorg. Med. Chem , 2011. 19, 6525-6542] Preparation, specifically: 4,4’-diiodobiphenyl (1 mmol), imidazole (4.2 mmol), potassium carbonate (K 2 CO 3 , 3.2 mmol), copper sulfate (CuSO 4 , 0.02 mmol) were mixed and ground evenly, and reacted in an autoclave at 180 °C for 24 h. The resulting product was dissolved in deionized water and filtered. The filter cake was washed three times with deionized water, dissolved in ethanol, filtered, and rotary evaporated to remove the solvent. Finally, the white product 4,4'-diimidazole biphenyl was obtained by column chromatography with a yield of 20%.

[0031] Add 10 mL of n-propanol and 4,4'-diimidazole biphenyl (1 mol) into a 50 mL two-neck round-bottom flask, stir at 85°...

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Abstract

The invention belongs to the technical field of organic photoelectric materials, particularly relates to functional ionic conductors as well as a preparation method and application thereof, and in particular relates to functionalized ionic conductors containing phenyl / biphenyl and hydroxyalkyl as well as a preparation method of the functionalized ionic conductors and an application in a quasi-solid-state dye sensitized solar cell. According to the method provided by the invention, biphenyl / phenyl is connected to imidazole cations to make isolated pi-pi accumulation on an imidazole ring conjugated; a quasi-solid-state electrolyte using the ionic conductors has very high conductivity, and the biphenyl-substituted imidazole cations can significantly suppress charge recombination on a photoanode / electrolyte interface and increase an open circuit voltage of a dye sensitized solar cell; and when the quasi-solid-state electrolyte is applied to the dye sensitized solar cell, the open circuit photovoltage of the solar cell reaches 820 mV, and the energy conversion efficiency reaches 8.89%. The ion conductors provided by the invention have a simple structure, low price and high stability, and are easy to prepare; and the biphenyl / phenyl-containing ionic conductors have excellent photoelectric conversion performance, and are a class of potential photovoltaic materials.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and specifically relates to an ion conductor containing phenyl / biphenyl and hydroxyalkyl, a preparation method and an application thereof. Background technique [0002] As a promising new energy photovoltaic device, dye-sensitized solar cells (DSSCs) have attracted much attention since their appearance. The working principle of DSSCs is that the dye molecules adsorbed on the surface of titanium dioxide absorb photons and transition from the ground state to the excited state, and the electrons in the excited state are injected into the conduction band of titanium dioxide through the dye / titanium dioxide interface, and then enriched at the counter electrode through an external circuit. The dye molecules in the oxidized state are removed from the electrolyte in the reduced state components (usually I - ) to gain electrons and be regenerated. And the oxidation state componen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/61C07D233/60H01G9/025H01G9/20
CPCC07D233/60C07D233/61H01G9/2009H01G9/2013H01G9/2059Y02E10/542
Inventor 王忠胜张美荣李亚茹
Owner FUDAN UNIV