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Self-assemblies formed by isonicotinic acid analogues axially coordinating with zinc porphyrin via pyridyl unit: synthesis and application in dye sensitized solar cells

A novel zinc porphyrin ZnP bearing a 1,3,5-triazine-2,4-diamine unit has been designed and synthesized to construct axial-coordinated assemblies with different anchoring groups. Then these assemblies were grafted onto TiO2 electrode surface and their corresponding solar cells were successfully fabri...

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Published in:Tetrahedron letters 2016-04, Vol.57 (17), p.1867-1872
Main Authors: Zhang, Jun-Xiang, Han, Fa-Ming, Liu, Jia-Cheng, Li, Ren-Zhi, Jin, Neng-Zhi
Format: Article
Language:English
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Summary:A novel zinc porphyrin ZnP bearing a 1,3,5-triazine-2,4-diamine unit has been designed and synthesized to construct axial-coordinated assemblies with different anchoring groups. Then these assemblies were grafted onto TiO2 electrode surface and their corresponding solar cells were successfully fabricated. The performance of these devices were studied and discussed. [Display omitted] •Axial-coordinated self-assemblies based on a novel zinc porphyrin (ZnP).•Isonicotinic acid analogues (A1, A2, A3 and A4) act as anchoring molecules.•Their performance in dye sensitized solar cells was tested.•All the assembly based cells have certain capabilities to export photocurrent.•Improved photocurrent generation of ZnP–A2 with a cyano-acrylic acid group. A novel zinc porphyrin ZnP bearing a 1,3,5-triazine-2,4-diamine unit has been designed and synthesized in good yields to construct axial-coordinated assemblies (denoted as ZnP–Ai, i=1, 2, 3 and 4) with different isonicotinic acid analogues (assigned as A1, A2, A3 and A4) through zinc-to-ligand axial coordination approach. Then these assemblies were grafted onto TiO2 electrode surface to build dye sensitized solar cells. The performance of these cells also was examined. Photoelectrochemical measurements illustrate that all the assembly based cells have certain capabilities to export photocurrent. Especially, the ZnP–A2 assembly with a cyanoacrylic acid group based solar cell has the highest conversion efficiency of 0.81% with a JSC of 3.0mA/cm2, a VOC of 0.38V, and a FF of 0.71 among these assembly based solar cells. Additionally, the UV–vis absorption, fluorescence spectra, density functional theory (DFT) calculations, transmission electron microscopy (TEM) and electrochemical impedance spectra (EIS) were performed to determine the photoelectric behavior as well as morphological structure on the TiO2 surface modified by these assemblies.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.03.054