Novel hole transport material, and preparation method and application thereof

A hole transport material and a new type of technology, which are applied in the field of new hole transport materials and their preparation, can solve the problems of high price, cumbersome synthesis and purification, restricting the development and popularization of perovskite solar cells, etc. The effect of low production cost

Active Publication Date: 2015-11-11
广州麦普数码科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Hole-transport materials are one of the important components of high-efficiency perovskite solar cells. Currently, the most widely used and commercialized hole-transport materials are 2,2',7,7'-tetra[N,N-di(4 -Methoxyphenyl)amino]-9,9'-spirobifluorene (spiro-OMeTAD), but the synthesis and purification of spiro-OMeTAD is cumbersome and expensive, which seriously restricts the development and popularization of perovskite solar cells

Method used

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  • Novel hole transport material, and preparation method and application thereof
  • Novel hole transport material, and preparation method and application thereof
  • Novel hole transport material, and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0047] 1. Preparation method

[0048](1) Under the protection of argon, add zinc powder to the double-necked round bottom flask, place it at -10°C, add 10mL tetrahydrofuran, slowly add titanium tetrachloride dropwise, reflux at 85°C for 2.5 hours, and cool to room temperature, then add 4,4'-dibromobenzophenone solution dissolved in 15mL tetrahydrofuran and pyridine at -10°C, reflux for 12 hours, stop the reaction, cool to room temperature, add sodium carbonate solution until the solution is alkaline, Extracted three times with ethyl acetate, with anhydrous MgSO 4 The organic layer was dried, and the crude product was separated by silica gel column chromatography (petroleum ether) to obtain a white solid.

[0049] (2) Under argon protection, add 4,4',4'',4'''-tetrabromotetraphenylethylene, 4,4'-dimethoxydiphenylamine, tert-butanol into the two-necked bottle Sodium, palladium acetate, add 5mL of toluene, stir to dissolve, add tri-tert-butylphosphine, place it at 110°C for reac...

Embodiment 2

[0056] 1. Preparation method

[0057] (1) Under the protection of argon, add zinc powder to the double-necked round bottom flask, place it at -10°C, add 10mL tetrahydrofuran, slowly add titanium tetrachloride dropwise, reflux at 85°C for 2.5 hours, and cool to room temperature, then add 4,4'-dibromobenzophenone solution dissolved in 15mL tetrahydrofuran and pyridine at -10°C, reflux for 12 hours, stop the reaction, cool to room temperature, add sodium carbonate solution until the solution is alkaline, Extracted three times with ethyl acetate, with anhydrous MgSO 4 The organic layer was dried, and the crude product was separated by silica gel column chromatography (petroleum ether) to obtain a white solid.

[0058] (2) Under the protection of argon, add p-iodoanisole, anthranil, palladium acetate, sodium tert-butoxide, tri-tert-butylphosphine and toluene into a double-necked round bottom flask, and heat to 100°C , reacted for 21 hours, stopped the reaction, added saturated am...

Embodiment 3

[0066] 1. Preparation method

[0067] (1) The first step: under the protection of argon, add zinc powder into the double-necked round bottom flask, place it at -10°C, add 10mL of tetrahydrofuran, slowly add titanium tetrachloride dropwise, and reflux at 85°C for 2.5 hours, cooled to room temperature, then added 4,4'-dibromobenzophenone solution and pyridine dissolved in 15mL tetrahydrofuran at -10°C, refluxed for 12 hours, stopped the reaction, cooled to room temperature, added sodium carbonate solution to the solution Alkaline, extracted three times with ethyl acetate, and anhydrous MgSO 4 The organic layer was dried, and the crude product was separated by silica gel column chromatography (petroleum ether) to obtain a white solid.

[0068] (2) The second step: under the protection of argon, add p-iodoanisole, m-aminoanisole, palladium acetate, sodium tert-butoxide, tri-tert-butylphosphine and toluene into a double-necked round bottom flask, Heat to 100°C, react for 23 hours...

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Abstract

The invention discloses a novel hole transport material, and a preparation method and application thereof. The structural formula of the novel hole transport material is disclosed as Formula (I), wherein R1-R28 are respectively hydrogen (H) or methoxy group (OCH3). The novel hole transport material has the advantages of low preparation raw material cost and simple and convenient synthesis method. The test on optical and physical properties, electrochemical properties and heat stability indicates that the synthesized hole transport material has favorable properties and has matched energy level with perovskite, which indicates that the synthesized hole transport material can be applied to perovskite solar cells and has favorable heat stability. The novel hole transport material is made into a perovskite solar cell device; and the photovoltaic property test indicates that the maximum photoelectric conversion efficiency can reach 11.3%, and therefore, the hole transport material has excellent application prospects.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials. More specifically, it relates to a novel hole transport material and its preparation method and application. Background technique [0002] Perovskite solar cell is a brand-new all-solid-state thin-film battery with good energy conversion efficiency, which has even exceeded the efficiency of organic and dye-sensitized solar cells, and is expected to reach the level of monocrystalline silicon solar energy, becoming a major player in the field of photovoltaic power generation. It has become a hot research direction in the field of renewable energy. [0003] Hole-transport materials are one of the important components of high-efficiency perovskite solar cells. Currently, the most widely used and commercialized hole-transport materials are 2,2',7,7'-tetra[N,N-di(4 -Methoxyphenyl)amino]-9,9'-spirobifluorene (spiro-OMeTAD), but the synthesis and purification of spiro-OMeTAD is cumberso...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C217/92C07C231/02H01L51/46
CPCY02E10/549
Inventor 邵光匡代彬何衍健陈剑
Owner 广州麦普数码科技有限公司
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