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9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole—A new donor building-block in the design of sensitizers for dye-sensitized solar cells
Journal of Photochemistry and Photobiology A: Chemistry ( IF 4.1 ) Pub Date : 2019-12-19 , DOI: 10.1016/j.jphotochem.2019.112333
Maxim S. Mikhailov , Nikita S. Gudim , Ekaterina A. Knyazeva , Ellie Tanaka , Lu Zhang , Ludmila V. Mikhalchenko , Neil Robertson , Oleg A. Rakitin

The novel donor building-block - 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole was designed and employed in the synthesis of dye-sensitized solar cell (DSSCs). An effective, high-yielding synthesis of 4,6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-(p-tolyl)-1,2,3,4,4a,9a-hexahydrocarbazole from 1,2,3,4,4a,9a-hexahydrocarbazole was realized. Three new metal-free organic sensitizers, containing the new donor building block were prepared by a stepwise approach from 4,7-dibromobenzo[c][1,2,5]chacogenadiazoles. A 2,1,3-Benzothiadiazole dye containing hexahydrocarbazole donor, thiophene as π-spacer and cyanoacrylate as anchoring electron acceptor showed photovoltaic properties higher than the well-known WS-2 sensitizer with PCE = 5.86 %. Although benzoxa- and –selenadiazole dyes have a bathochromic shift (24−30 nm) in the UV–vis spectra, and smaller energy gap Eg (about 0.1 eV), they have lower photovoltaic parameters, including PCE of 1.5–2.3 %. Introducing a new donor 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole into the construction of the DSSCs has broadened possibilities for the optimization of their photovoltaic properties.



中文翻译:

9-(p -Tolyl)-2,3,4,4a,9,9a-hexahydro-1 H-咔唑-染料敏化太阳能电池敏化剂设计中的新供体构件

设计了新型供体结构单元-9-(甲苯基)-2,3,4,4a,9,9a-六氢-1 H-咔唑,并将其用于染料敏化太阳能电池(DSSC)的合成中。有效,高产的4,6-(4,4,5,5-四甲基-1,3,2-二氧杂硼硼烷-2-基)-9-(对甲苯基)-1,2,3,由1,2,3,4,4a,9a-六氢咔唑实现了4,4a,9a-六氢咔唑。通过逐步方法,由4,7-二溴苯并[c] [1,2,5]产气二氮唑制备了三种新的不含金属的有机敏化剂,其中包含新的供体结构单元。含有六氢咔唑供体,噻吩作为π-间隔基和氰基丙烯酸酯作为锚定电子受体的2,1,3-苯并噻二唑染料显示出比众所周知的WS-2高的光伏性能PCE = 5.86%的敏化剂。尽管苯并恶唑和-硒代二唑染料在紫外可见光谱中具有红移(24-30 nm),并且能隙E g较小(约0.1 eV),但它们的光伏参数较低,包括1.5-2.3%的PCE。将新的供体9-(甲苯基)-2,3,4,4a,9,9a-六氢-1 H-咔唑引入到DSSC的结构中为优化其光伏性能提供了广阔的可能性。

更新日期:2019-12-19
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