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具有近红外吸收的功能性全色硼二吡咯染料：设计、合成、表征及其在染料敏化太阳能电池中的应用

Functional panchromatic BODIPY dyes with near-infrared absorption: design, synthesis, characterization and use in dye-sensitized solar cells.

作者信息

Huaulmé Quentin, Aumaitre Cyril, Kontkanen Outi Vilhelmiina, Beljonne David, Sutter Alexandra, Ulrich Gilles, Demadrille Renaud, Leclerc Nicolas

机构信息

CEA, Univ. Grenoble Alpes, CNRS, IRIG, SyMMES, F-38000 Grenoble, France.

Chimie des Matériaux Nouveaux & Centre d'Innovation et de Recherche en Matériaux Polymères Université de Mons - UMONS / Materia Nova Place du Parc, 20, B-7000 Mons, Belgium.

出版信息

Beilstein J Org Chem. 2019 Jul 24;15:1758-1768. doi: 10.3762/bjoc.15.169. eCollection 2019.

DOI:10.3762/bjoc.15.169
PMID:31435447
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6664387/
Abstract

We report two novel functional dyes based on a boron-dipyrromethene (BODIPY) core displaying a panchromatic absorption with an extension to the near-infrared (NIR) range. An innovative synthetic approach for preparing the 2,3,5,6-tetramethyl-BODIPY unit is disclosed, and a versatile way to further functionalize this unit has been developed. The optoelectronic properties of the two dyes were computed by density functional theory modelling (DFT) and characterized through UV-vis spectroscopy and cyclic voltammetry (CV) measurements. Finally, we report preliminary results obtained using these functional dyes as photosensitizers in dye-sensitized solar cells (DSSCs).

摘要

我们报道了两种基于硼二吡咯亚甲基（BODIPY）核的新型功能染料，它们具有全色吸收，且吸收范围扩展至近红外（NIR）区域。本文公开了一种制备2,3,5,6-四甲基-BODIPY单元的创新合成方法，并开发了一种对该单元进行进一步功能化的通用方法。通过密度泛函理论建模（DFT）计算了这两种染料的光电性质，并通过紫外-可见光谱和循环伏安法（CV）测量对其进行了表征。最后，我们报告了将这些功能染料用作染料敏化太阳能电池（DSSC）中的光敏剂所获得的初步结果。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/2a680922de36/Beilstein_J_Org_Chem-15-1758-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/9525234b85ac/Beilstein_J_Org_Chem-15-1758-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/4592e0870fa9/Beilstein_J_Org_Chem-15-1758-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/7e829923d0ef/Beilstein_J_Org_Chem-15-1758-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/13aadfc5586f/Beilstein_J_Org_Chem-15-1758-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/fc52b4058852/Beilstein_J_Org_Chem-15-1758-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/3d3748140476/Beilstein_J_Org_Chem-15-1758-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/2a680922de36/Beilstein_J_Org_Chem-15-1758-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/9525234b85ac/Beilstein_J_Org_Chem-15-1758-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/4592e0870fa9/Beilstein_J_Org_Chem-15-1758-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/7e829923d0ef/Beilstein_J_Org_Chem-15-1758-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/13aadfc5586f/Beilstein_J_Org_Chem-15-1758-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/fc52b4058852/Beilstein_J_Org_Chem-15-1758-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/3d3748140476/Beilstein_J_Org_Chem-15-1758-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21aa/6664387/2a680922de36/Beilstein_J_Org_Chem-15-1758-g008.jpg

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