Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Chrysene-based aza [7] helicene compound as well as preparation method and application thereof

A compound and helicene technology, applied in the field of the preparation of aza[7] helicene compounds, can solve the problems of long synthesis route, complex chemical structure, unstable battery device performance, etc. high rate effect

Active Publication Date: 2021-12-17
ZHEJIANG UNIV
View PDF36 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the chemical structure of Spiro-OMeTAD is complex, the synthesis route is long, the price is expensive, and the hole mobility of the material is low, which leads to the low energy conversion efficiency of perovskite solar cells.
Usually, p-type doping with lithium bis(trifluoromethylsulfonimide) (LiTFSI), tert-butylpyridine (t-BP), etc. is required to improve the hole mobility, but this type of doping will cause the battery Device performance is unstable and materials are expensive

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Chrysene-based aza [7] helicene compound as well as preparation method and application thereof
  • Chrysene-based aza [7] helicene compound as well as preparation method and application thereof
  • Chrysene-based aza [7] helicene compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0052] The preparation method of the above perovskite solar cell is a preparation method well known to those skilled in the art, and there is no particular limitation, and the electron transport layer is TiO. 2 For example, the present invention is preferably carried out in accordance with the following method:

[0053] Wash the surface to etch the patterned substrate, dry, then treated with an ultraviolet ozone machine; set the treated substrate in TiCl 4 Aqueous hydrochloric acid solution, hydrolyzed 1.5 h at 70 ° C, rinsing with deionized water, ethanol; then, spin coating on the substrate TiO 2 The ethanol solution is annealed at 120 ° C for 10 min on the hot plate, calcined at 450 ° C in the air flow for 30 min, wherein TiO 2 The mass ratio of slurry and ethanol is 1: 3.5, spin coating conditions 4000R, 20S; then in TiO 2 The acetonitrile solution of Litfsi is spinned on the substrate, concentration of 0.1 m, spin coating conditions 3000R, 30S, after 450 ° C for 30 min in the...

Embodiment 1

[0055] Example 1 Synthesis of BA7-BMCA-C6:

[0056] The synthetic route of the base nitrogen [7] The synthetic route of the sciracoolene compound Ba7-BMCA-C6 is as follows:

[0057]

[0058] In the above synthesis route, the synthesis method of Compound 1 to 6 is specifically as follows:

[0059] Compound 1 (6-nitro) )Synthesis:

[0060]

[0061] Add in 500ml single-mouth round bottom flask (3.0 g, 228.3 g / mol, 13.1 mmol), mixed solvent of chloroform and acetic acid (5: 1), then add 1.2 ml of bisacroid (1.7 g, 63.0 g / mol, 1.5 g) by dropping. · Cm -3 , 26.3 mmol), the condensation pipe is connected to the exhaust gas absorbing device (aqueous sodium hydroxide), the reaction liquid is stirred at 80 ° C for 30 h, and the reaction is completely cooled to room temperature, and it is poured into 300 mL of ice water, and NaOH will be added to the reaction liquid. pH is adjusted to neutral, extract three times with chloroform (50 ml × 3), and the organic phase with anhydrous N...

Embodiment 2

[0083] Example 2 Synthesis of BA7-BMCA-C8:

[0084] The compound 3 is a raw material, and the BA7-BMCA-C8 can be synthesized with reference to the operation of the synthetic compound 6 in Example 1, and the synthesis route is as follows:

[0085]

[0086] The structural characterization data of Compound BA7-BMCA-C8 is as follows:

[0087] 1 H NMR (500MHz, THF-D 8 Δ8.79-8.77 (DD, J = 8.4, 1.2 Hz, 2H), 8.70-8.68 (S, 2H), 8.62-8.54 (M, 2H), 8.70-7.85 (M, 12H), 7.70-7.68 ( DD, J = 8.2, 6.8 Hz, 2H), 7.52-7.50 (DD, J = 8.1, 6.9 Hz, 2H), 7.45-7.30 (m, 16H), 7.01-7.00 (DD, J = 7.5, 7.1 Hz, 4H), 6.75-6.73 (DD, J = 8.3, 6.8, 1.4 Hz, 2H), 6.63-6.61 (DD, J = 8.2, 6.8 Hz, 2H), 5.53-5.39 (M, 2H), 3.84-3.82 ( S, 12H), 3.53-3.51 (m, 1H), 1.92-1.81 (m, 4H), 1.10-1.08 (m, 6H), 0.85-0.83 (T, J = 7.0 Hz, 3H), 0.68-0.66 ( T, J = 7.0 Hz, 3h). 13 C NMR (126MHz, THF-D 8 ) Δ143.19,142.76,141.22,137.62,136.76,132.17,129.67,128.82,127.67,125.48,125.00,124.92,124.78,123.98,123.85,123.46,123.22,123.15,123.0...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a chrysene-based aza [7] helicene compound as well as a preparation method and application thereof. The chrysene-based aza [7] helicene compound can be used as a hole transport material, and the hole migration rate of the chrysene-based aza [7] helicene compound is high. Experimental results show that the energy conversion efficiency of a perovskite solar cell device prepared by using the prepared chrysene-based aza [7] helicene compound as a hole transport layer can reach as high as 17.1% to 19.5%.

Description

Technical field [0001] The present invention belongs to the field of solar cell material, in particular, to a Aza-yl [7] spiro-based compounds, preparation method and application. Background technique [0002] Organic-inorganic hybrid perovskite solar cell (Perovskite Solar Cells, PSCs) with its excellent optical properties, become one of the current research focus. In PSCs, the hole transport material (HTM) and a hole transport extraction process to avoid direct contact with the perovskite layer and the positive electrode of the battery, reducing the electron hole recombination, improved surface morphology perovskite layer, the device is PSCs a key component. HTM should have excellent performance properties of the following (1) and the perovskite layer matches HOMO, LUMO level; (2) high hole mobility and conductivity; (3) low cost of raw materials, simple synthetically, and in physicochemical properties of stability under a high humidity condition Wen Gaoguang high. [0003] In...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88C07D209/80H01L51/42H01L51/46
CPCC07D209/88C07D209/80H10K85/636H10K85/633H10K85/6572H10K30/30Y02E10/549
Inventor 雷鸣唐泽丰张雨燕李天宇贺丽飞王鹏
Owner ZHEJIANG UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products