Donor−Acceptor-Functionalized Subphthalocyanines for Dye-Sensitized Solar Cells

Henrik Gotfredsen; Timo Neumann; Freja Eilsø Storm; Alberto Viñas  Muñoz; Martyn Jevric; Ole Hammerich; Kurt V. Mikkelsen; Marina Freitag; Gerrit Boschloo; Mogens Brøndsted Nielsen

doi:10.1002/cptc.201800135

Donor−Acceptor-Functionalized Subphthalocyanines for Dye-Sensitized Solar Cells

Henrik Gotfredsen, Timo Neumann, Freja Eilsø Storm, Alberto Viñas Muñoz, Martyn Jevric, Ole Hammerich, Kurt V. Mikkelsen, Marina Freitag, Gerrit Boschloo, Mogens Brøndsted Nielsen

Department of Chemistry

Abstract

Boron subphthalocyanines (SubPcs) are attractive as light harvesting materials in photovoltaic devices. Here we present the synthesis, optical and electrochemical properties, and device performances of a series of donor−acceptor-functionalized SubPc derivatives incorporating a carboxylic acid for anchoring onto TiO₂. Liquid- and solid-state dye-sensitized solar cells (DSCs) were prepared from three compounds, and a triad system consisting of two aniline donor moieties and a benzothiadiazole acceptor moiety was found to exhibit the highest power conversion efficiency (PCE) in the series (PCE=1.54 %; solid-state device). The compounds were prepared by stepwise acetylenic coupling reactions. In addition, we present the synthesis and optical properties of a SubPc derivative incorporating three anilino-substituted 1,1,4,4-tetracyanobutadiene units, prepared by the [2+2] cycloaddition between three ethynyl units at the SubPc periphery and three tetracyanoethylene molecules followed by electrocyclic ring-opening reactions.

Original language	English
Journal	ChemPhotoChem
Volume	2
Issue number	11
Pages (from-to)	976-985
Number of pages	10
ISSN	2367-0932
DOIs	https://doi.org/10.1002/cptc.201800135
Publication status	Published - 1 Nov 2018

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@article{7a046f3ab0d4417e8b20e574146e03b6,

title = "Donor−Acceptor-Functionalized Subphthalocyanines for Dye-Sensitized Solar Cells",

abstract = "Boron subphthalocyanines (SubPcs) are attractive as light harvesting materials in photovoltaic devices. Here we present the synthesis, optical and electrochemical properties, and device performances of a series of donor−acceptor-functionalized SubPc derivatives incorporating a carboxylic acid for anchoring onto TiO2. Liquid- and solid-state dye-sensitized solar cells (DSCs) were prepared from three compounds, and a triad system consisting of two aniline donor moieties and a benzothiadiazole acceptor moiety was found to exhibit the highest power conversion efficiency (PCE) in the series (PCE=1.54 %; solid-state device). The compounds were prepared by stepwise acetylenic coupling reactions. In addition, we present the synthesis and optical properties of a SubPc derivative incorporating three anilino-substituted 1,1,4,4-tetracyanobutadiene units, prepared by the [2+2] cycloaddition between three ethynyl units at the SubPc periphery and three tetracyanoethylene molecules followed by electrocyclic ring-opening reactions.",

author = "Henrik Gotfredsen and Timo Neumann and Storm, {Freja Eils{\o}} and Mu{\~n}oz, {Alberto Vi{\~n}as} and Martyn Jevric and Ole Hammerich and Mikkelsen, {Kurt V.} and Marina Freitag and Gerrit Boschloo and Nielsen, {Mogens Br{\o}ndsted}",

year = "2018",

month = nov,

day = "1",

doi = "10.1002/cptc.201800135",

language = "English",

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pages = "976--985",

journal = "ChemPhotoChem",

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T1 - Donor−Acceptor-Functionalized Subphthalocyanines for Dye-Sensitized Solar Cells

AU - Gotfredsen, Henrik

AU - Neumann, Timo

AU - Storm, Freja Eilsø

AU - Muñoz, Alberto Viñas

AU - Jevric, Martyn

AU - Hammerich, Ole

AU - Mikkelsen, Kurt V.

AU - Freitag, Marina

AU - Boschloo, Gerrit

AU - Nielsen, Mogens Brøndsted

PY - 2018/11/1

Y1 - 2018/11/1

N2 - Boron subphthalocyanines (SubPcs) are attractive as light harvesting materials in photovoltaic devices. Here we present the synthesis, optical and electrochemical properties, and device performances of a series of donor−acceptor-functionalized SubPc derivatives incorporating a carboxylic acid for anchoring onto TiO2. Liquid- and solid-state dye-sensitized solar cells (DSCs) were prepared from three compounds, and a triad system consisting of two aniline donor moieties and a benzothiadiazole acceptor moiety was found to exhibit the highest power conversion efficiency (PCE) in the series (PCE=1.54 %; solid-state device). The compounds were prepared by stepwise acetylenic coupling reactions. In addition, we present the synthesis and optical properties of a SubPc derivative incorporating three anilino-substituted 1,1,4,4-tetracyanobutadiene units, prepared by the [2+2] cycloaddition between three ethynyl units at the SubPc periphery and three tetracyanoethylene molecules followed by electrocyclic ring-opening reactions.

AB - Boron subphthalocyanines (SubPcs) are attractive as light harvesting materials in photovoltaic devices. Here we present the synthesis, optical and electrochemical properties, and device performances of a series of donor−acceptor-functionalized SubPc derivatives incorporating a carboxylic acid for anchoring onto TiO2. Liquid- and solid-state dye-sensitized solar cells (DSCs) were prepared from three compounds, and a triad system consisting of two aniline donor moieties and a benzothiadiazole acceptor moiety was found to exhibit the highest power conversion efficiency (PCE) in the series (PCE=1.54 %; solid-state device). The compounds were prepared by stepwise acetylenic coupling reactions. In addition, we present the synthesis and optical properties of a SubPc derivative incorporating three anilino-substituted 1,1,4,4-tetracyanobutadiene units, prepared by the [2+2] cycloaddition between three ethynyl units at the SubPc periphery and three tetracyanoethylene molecules followed by electrocyclic ring-opening reactions.

U2 - 10.1002/cptc.201800135

DO - 10.1002/cptc.201800135

M3 - Journal article

SN - 2367-0932

VL - 2

SP - 976

EP - 985

JO - ChemPhotoChem

JF - ChemPhotoChem

IS - 11

ER -

Donor−Acceptor-Functionalized Subphthalocyanines for Dye-Sensitized Solar Cells

Abstract

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