A self-assembled monolayer type non-doped hole transport material and its synthesis method and application
A hole transport material, self-assembled single-molecule technology, applied in chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, organic chemistry, etc., can solve PTAA loss, high device cost, hole mobility, etc. Low problems, to achieve the effect of improving life and stability, reducing energy loss, and high hole mobility
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Embodiment 1
[0046] Synthesis of IDCZ-C6COOH:
[0047]
[0048] Compound IDCZ-Br was prepared and synthesized according to literature Y.Li, Y.Wu, S.Gardner, B.S.Ong, Adv.Mater.2005, 17, 849. Compound TPA-B was prepared and synthesized according to literature K.Rakstys, A.Abate, M.I.Dar, P .Gao, V. Jankauskas, G. Jacopin, E. Kamarauskas, S. Kazim, S. Ahmad, M. M.K. Nazeeruddin, J.Am.Chem.Soc. 2015, 137, 16172. Preparative Synthesis.
[0049] step one:
[0050] Under nitrogen protection, IDCZ-Br (1.00 g, 2.41 mmol), NaH (0.15 g, 6.04 mmol) and 40 mL of dry tetrahydrofuran were successively added into a 100 mL two-necked flask. After stirring at room temperature for 2 h, ethyl 7-bromoheptanoate (1.72 g, 7.24 mmol) was added dropwise, and the reaction solution was heated to 50° C. for 24 h. After the reaction solution was cooled to room temperature, the solvent was removed by a rotary evaporator to obtain a crude product. The crude product was separated by chromatographic column using ...
Embodiment 2
[0058] Synthesis of IDCZ-C6POH:
[0059]
[0060] step one:
[0061] Under nitrogen protection, IDCZ-Br (1.00 g, 2.41 mmol), potassium tert-butoxide (0.68 g, 6.04 mmol) and 40 mL of dry tetrahydrofuran were successively added into a 100 mL two-necked flask. After stirring at room temperature for 2 h, 1,6-dibromohexane (1.77 g, 7.24 mmol) was added dropwise, and the reaction solution was heated to 50° C. for 24 h. After the reaction solution was cooled to room temperature, the solvent was removed by a rotary evaporator to obtain a crude product. The crude product was separated by chromatographic column using petroleum ether / dichloromethane as eluent (5:1, v / v) to obtain a yellow solid IDCZ-Br-C6Br with a yield of 90%. The H NMR spectrum characterization of the IDCZ-Br-C6Br prepared by the above method: 1 H NMR (400MHz, CDCl 3 ,δ):8.34(d,J=1.9Hz,2H),7.96(s,2H),7.59(dd,J=8.6,1.9Hz,2H),7.31(d,J=8.7Hz,2H),4.39 (t,J=7.1Hz,4H), 3.40(t,J=6.7Hz,4H), 2.04–1.92(m,4H), 1.92–1.78(m...
Embodiment 3
[0072] Prepare the perovskite solar cell with the non-doped hole-transport material IDCZ-C6COOH obtained in Example 1 as the hole-transport layer, such as Figure 5 As shown, its structure is: glass / ITO / HTM / perovskite / C 60 / BCP / Cu. The ITO conductive glass was ultrasonically cleaned with alkaline glass cleaner, deionized water, acetone and isopropanol for 30 min in sequence. After drying with nitrogen, the ITO glass was cleaned with plasma for 15 min. The IDCZ-C6COOH obtained in Example 1 is used as the hole transport layer, and the concentration of the chloroform solution is 1mgmL -1 , soak the ITO glass in the solution for 4h, then wash the excess IDCZ-C6COOH on the surface with chloroform, and heat anneal at 100°C for 10min. Next, the 1.5M MA 0.7 FA 0.3 PB 3 The perovskite solution was spin-coated on the surface of IDCZ-C6COOH, and thermally annealed at 100 °C for 5 min. After cooling, 20nm C was evaporated on the surface of the perovskite film. 60 and 5nm BCPs. Fi...
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