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Molecular engineering of boryl oxasmaragdyrins through peripheral modification: structure-efficiency relationship
Sandeep B Mane1, Chen-Hsiung Hung
1Institute of Chemistry, Academia Sinica, Nankang, Taipei, 11529 Taiwan (Taiwan).
Chemistry (Weinheim an Der Bergstrasse, Germany)
|February 14, 2015
Summary
Novel boryl oxasmaragdyrins were engineered for dye-sensitized solar cells. Molecular structure significantly impacts photovoltaic performance, with a single-anchor dye achieving 4.36% efficiency.
Area of Science:
- Materials Science
- Photovoltaics
- Organic Chemistry
Background:
- Expanded porphyrins with extended π-conjugation absorb light into the infrared region, making them suitable as low-energy sensitizers.
- Oxasmaragdyrin boron complexes, a type of expanded porphyrin with 22 π-electrons, have shown promise as efficient low-energy sensitizers in dye-sensitized solar cells (DSSCs).
Purpose of the Study:
- To prepare and evaluate a series of eight novel boryl oxasmaragdyrins, focusing on molecular engineering of the periphery.
- To assess the photovoltaic performance of these novel compounds in dye-sensitized solar cells.
- To understand the structure-property relationships governing their performance.
Main Methods:
- Synthesis of eight novel boryl oxasmaragdyrin derivatives.
- Photophysical, electrochemical, and photovoltaic characterization of the synthesized dyes.
- Evaluation of dye performance in dye-sensitized solar cells, including measurements of short-circuit current (JSC), open-circuit voltage (VOC), and fill factor (FF).
Main Results:
- Molecular structure, particularly the number and position of donor-acceptor groups, critically influences photovoltaic performance.
- The presence of two well-separated split Soret bands (400-500 nm) broadens spectral absorption.
- Dyes with one anchoring group (SM1-SM4) exhibited superior photovoltaic performance compared to those with two anchoring groups (SM5-SM8), despite stronger binding of the latter to TiO2.
- Dye SM1, featuring two hexyloxyphenyl donors and one carboxylic acid anchor, achieved the highest overall conversion efficiency of 4.36% (JSC = 10.91 mA cm⁻², VOC = 0.59 V, FF = 0.68).
Conclusions:
- Structural engineering of boryl oxasmaragdyrins provides an effective means to modulate photovoltaic performance in DSSCs.
- The findings offer a guideline for designing efficient low-energy light-harvesting sensitizers for future solar cell applications.
- Optimizing the number and position of peripheral groups and anchoring units is crucial for enhancing DSSC efficiency.
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