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Synthesis method and application of hole transport material with benzotriazole as core structure
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A hole transport material, benzotriazole technology, applied in the application field of perovskite solar cells, can solve problems such as low photoelectric performance, achieve high conductivity and hole mobility, high photoelectric conversion efficiency, Combining simple effects
Pending Publication Date: 2019-11-22
JIANGSU UNIV
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However, compared with the classic hole-transporting material Spiro-OMeTAD, the photoelectric performance of these hole-transporting materials is still relatively low, and it is necessary to develop more efficient and low-cost hole-transporting materials.
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example 1
[0046] Synthesis of hole transport material 2FBTA-1 and its application in perovskite solar cells:
[0047]
[0048] Add compound 1 (0.269g, 0.5mmol), 4,4'-dimethoxytriphenylamine-4"-boronic acidpinacol ester (0.4529g, 1.05mmol), tetrakis(triphenylphosphine) in the dry reactor ) Palladium (0.012g, 0.01mmol), potassiumcarbonateaqueous solution (5mL) and tetrahydrofuran (20mL), under the protection of nitrogen, heated to 80°C and reacted for 14h. After the reaction is completed, cool to room temperature and extract three times with 60mL of dichloromethane. The organic layer was collected, and the solvent was removed under reduced pressure. The obtained solid was separated and purified with a silica-based chromatography column. The eluent was petroleumether: dichloromethane (1.5:1 vol / vol) and dried in vacuum to obtain a yellow solid, which was designated as 2FBTA-1. 1 H NMR (400MHz, Chloroform-d) δ 7.78 (d, J = 8.6 Hz, 4H), 7.16-7.10 (m, 8H), 7.00 (d, J = 8.8 Hz, 4H), 6.89-6.81 ...
example 2
[0052] The synthesis of hole transport material 2FBTA-2 and its application in perovskite solar cells:
[0053]
[0054] Add compound 2 (0.702g, 1mmol), 4,4'-dimethoxydiphenylamine (0.481g, 2.10mmol), palladium acetate (0.045g, 0.02mmol), tri-tert-butylphosphine ( 2M, 20mL) and 40mL of solventchlorobenzene, heated to 120°C under nitrogen protection, and reacted for 12h. After the reaction, it was cooled to room temperature and extracted three times with 60 mL of dichloromethane. The organic layer was collected and the solvent was removed under reduced pressure. The obtained solid was separated and purified by a silica-based chromatography column. The eluent was petroleumether: dichloromethane (1: 1.5vol / vol), vacuum drying, you can get an orange solid, denoted as 2FBTA-2. 1 H NMR(400MHz, CDCl 3 )δ8.09(d,J=3.8Hz,2H), 7.21(d,J=8.9Hz,8H), 6.87(d,J=9.0Hz,8H), 6.52(s,2H), 4.66(d, J=6.5Hz,2H),3.87–3.79(m,12H),1.44–1.16(m,25H),0.94–0.81(m,6H).HR-MS:(ESI)m / z:C 58 H 65 N 5 O 4 F 2 S 2 ...
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Abstract
The invention belongs to the technical field of organic functional materials, and mainly relates to synthesis of a hole transport material with benzotriazole as a core structure and application of thehole transport material in the field of perovskite solar cells. The hole transport material provided by the invention adopts a D-A-D configuration, wherein a benzotriazole derivative serves as a corestructure, and the two ends are connected with a benzene derivative, a diphenylamine derivative or a triphenylamine derivative. The hole transport material has the advantages of adjustable photoelectrochemical properties, better film-forming property, higher hole mobility, lower preparation cost and the like. According to the invention, the photoelectric conversion performance of the perovskitesolar cell can be improved, the preparation cost of the cell can be reduced, and industrialization and commercialization of the perovskitesolar cell are facilitated.
Description
Technical field [0001] The invention belongs to the technical field of organic functional materials, and mainly relates to a method for synthesizing a hole transport material with benzotriazole as a core structure, and its application in the field of perovskite solar cells. Background technique [0002] Perovskite solar cells are recognized as one of the most promising new types of solar cells in the future due to their excellent photoelectric performance, low preparation cost and simple preparation method. Perovskite solar cells have developed rapidly in recent years. After just 10 years, their photoelectric conversion efficiency has risen rapidly from the initial 3.8% to 24.2%, gradually approaching its theoretical limit efficiency, which has attracted widespread attention from scientific researchers around the world. The traditional perovskite solar cell structure is a sandwich type laminated structure, which mainly includes a transparent conductive substrate, an electron tran...
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