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2,6-bis(triphenylamine)-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']bithiophene and preparation for same

A bistriphenylamine and 2-b technology, applied in the fields of chemistry and energy batteries, can solve the problems of sprio-MeOTAD complex synthesis steps, high preparation cost, and high price

Inactive Publication Date: 2016-09-28
EAST CHINA NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The synthesis steps of sprio-MeOTAD are complex and difficult to refine, so the preparation cost is high, the price is expensive, and the hole mobility is low

Method used

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  • 2,6-bis(triphenylamine)-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']bithiophene and preparation for same
  • 2,6-bis(triphenylamine)-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']bithiophene and preparation for same
  • 2,6-bis(triphenylamine)-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']bithiophene and preparation for same

Examples

Experimental program
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Effect test

Embodiment 1

[0089] Preparation of 2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']dithiophene(Ⅲ)

[0090] The synthetic process is shown in route (1'):

[0091]

[0092] In this example, the prepared perovskite solar cell hole transport material 2,6-bistriphenylamine-4,8-bis(2-ethyl-hexyloxy)benzo[1,2-b:4 ,5-b']dithiophene takes benzodithiophene as the core, and connects triphenylamine at its two ends. The structural formula is as shown in formula (IIIa), that is, the R group in formula (III) contains 8 carbons The alkyl chain (2-ethyl-hexyl), its structural formula is as follows:

[0093]

[0094] The specific synthesis steps are as follows:

[0095] (1) Alkylation: Preparation of 4,8-bis(2-ethyl-hexyloxy)benzo[1,2-b:4,5-b']dithiophene (Ia)

[0096] Weigh 2.2g of benzo[1,2-b:4,5-b']dithiophene-4,8-dione into a single-necked flask, add 1.5g of zinc powder, 6g of sodium hydroxide, 35g of distilled water, and heat to reflux , the temperature of the oil bath was controlled ...

Embodiment 2

[0114] Preparation of 2,6-bistriphenylamine-4,8-bis(dodecyloxy)benzo[1,2-b:4,5-b']dithiophene (Ⅲb)

[0115] The synthetic process is shown in route (1'):

[0116] In this example, the prepared perovskite solar cell hole transport material 2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-b:4,5-b' ] Dithiophene, with benzodithiophene as the core, connected with triphenylamine at its two ends, the structural formula is as shown in formula (IIIb), that is, the R group in formula (III) is an alkyl chain containing 12 carbons , its structural formula is as follows:

[0117]

[0118] The specific synthesis steps are as follows:

[0119] (1) Alkylation: Preparation of 4,8-bis(dodecyloxy)benzo[1,2-b:4,5-b']dithiophene (Ib)

[0120] Weigh 2.2g of benzo[1,2-b:4,5-b']dithiophene-4,8-dione single-necked flask, add 1.5g of zinc powder, 6g of sodium hydroxide solid, 35g of distilled water, and heat to reflux , the temperature was controlled at 120°C, the solution quickly changed from ye...

Embodiment 3

[0138] Example 3 Preparation of perovskite solar cells

[0139] (1) Treatment of conductive glass: cut the conductive glass into 20mm×12mm glass pieces, and wash them with detergent, deionized water, ethanol, and acetone in sequence.

[0140] (2) Screen printing step: use a screen printing template to print a layer of dense TiO on the cleaned conductive glass FTO layer 2 The slurry was dried at 80°C and dried at 450°C for half an hour to obtain TiO 2 Thin film, the thickness of the film is about 50nm-150nm; and then print a layer of 20mm×10mm Al on its surface 2 o 3 The particles were dried at 80°C and dried at 450°C for half an hour to obtain TiO 2 Thin film, the thickness of the film is about 150nm-250nm.

[0141] (3) Perovskite filling step: Add 10 mg / ml of perovskite CH dropwise on the above-mentioned device 3 NH 3 PB 3 (dichloromethane or tetrahydrofuran) solution, spin-coated, and dried in a vacuum oven at 80°C for 1 hour.

[0142] (4) Preparation step of the hol...

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Abstract

The invention discloses a hole transport material 2,6-bis(triphenylamine)-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']bithiophene for a perovskite solar cell. The hole transport material has a simple molecular structure, a lateral group to which an aromatic functional group can be introduced, high hole mobility, high efficiency, high electrical conductivity and high dissolubility, and the perovskite solar cell prepared from the hole transport material can be matched with a perovskite energy level. The invention also discloses a preparation method for the hole transport material. The hole transport material for the perovskite solar cell is prepared by an SUZUKI reaction step from raw materials 2,6-dibromo-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']dithiophene and 4-(diphenylamino)phenylboronicacid. The preparation method has the characteristics of simplicity in operation, readily available raw materials, easiness for separation and high yield.

Description

technical field [0001] The invention belongs to the technical field of chemistry and energy batteries, in particular to a new perovskite solar cell hole transport material 2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2 -b: 4,5-b']dithiophene and its preparation method. Background technique [0002] After the first generation of silicon solar cells, the second generation of III B After the development of thin-film solar cells such as group VIII compounds and copper indium gallium selenide (CIGS) and the third generation of organic thin films and dye-sensitized solar cells, a new type of solar cell based on organic / inorganic composite perovskite halide materials, Referred to as perovskite solar cells (PSCs), the sudden emergence has become a research hotspot. Perovskite solar cells have the advantages of simple material synthesis, convenient preparation process, high solar absorption rate, and low carrier recombination rate. [0003] Perovskite solar cells include a fluorin...

Claims

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Application Information

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IPC IPC(8): C07D495/04H01L51/46
CPCC07D495/04H10K85/631H10K85/6576H10K30/00Y02E10/549
Inventor 宋春梅李中蒋兰兰韩会景
Owner EAST CHINA NORMAL UNIVERSITY
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