2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']dithiophene and its preparation

A bistriphenylamine and 2-b technology, applied in the fields of chemistry and energy batteries, can solve the problems of sprio-MeOTAD with complex synthesis steps, difficult to refine, and low hole mobility

Inactive Publication Date: 2018-12-14
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']dithiophene and its preparation
  • 2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']dithiophene and its preparation
  • 2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-b:4,5-b']dithiophene and its preparation

Examples

Experimental program
Comparison scheme
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 perovskite solar cell hole transport material 2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-B:4,5-B']bis Thiophene, the hole transport material has a simple molecular structure, aromatic functional groups can be introduced into the side groups, the hole mobility is high, the efficiency is high, the conductivity is high and the solubility is good, the perovskite prepared by the hole transport material Solar cells can be energy-level-matched with perovskites. The present invention also discloses a preparation method of the hole transport material, which uses 2,6-dibromo-4,8-bis(alkoxy)benzo[1,2-B:4,5-B'] bis Thiophene and 4-triphenylamine borate are used as raw materials, and the hole transport material for perovskite solar cells is prepared by one-step SUZUKI reaction. The preparation method of the invention has the characteristics of simple operation, cheap and readily available raw materials, easy 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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Patent Type & AuthorityPatents(China)
IPC IPC(8): C07D495/04H01L51/46
CPCC07D495/04H10K85/631H10K85/6576H10K30/00Y02E10/549
Inventor宋春梅李中蒋兰兰韩会景
OwnerEAST CHINA NORMAL UNIV