Synthesis, characterization and photovoltaic performance of novel glass-forming perylenediimide derivatives
Autor: | Olivier Lebel, Tham Adhikari, Jean-Michel Nunzi, Zahra Ghoshouni Rahami |
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Rok vydání: | 2016 |
Předmět: |
Materials science
02 engineering and technology 010402 general chemistry 7. Clean energy 01 natural sciences Polymer solar cell Biomaterials chemistry.chemical_compound Diimide Materials Chemistry Nucleophilic substitution Molecule Organic chemistry Electrical and Electronic Engineering Imide HOMO/LUMO chemistry.chemical_classification General Chemistry Electron acceptor 021001 nanoscience & nanotechnology Condensed Matter Physics 0104 chemical sciences Electronic Optical and Magnetic Materials Crystallography chemistry Cyclic voltammetry 0210 nano-technology |
Zdroj: | Organic Electronics. 34:146-156 |
ISSN: | 1566-1199 |
DOI: | 10.1016/j.orgel.2016.04.025 |
Popis: | Novel glass-forming perylene-3,4,9,10-tetracarboxylic diimide (PDI) derivatives were synthesized from 1,7-dibromoperylene-3,4,9,10-tetracarboxylic diimides by nucleophilic substitution with a glass-forming mexylaminotriazine unit, characterized, and their performance as electron acceptors in bulk heterojunction photovoltaic cells with P3HT as donor were studied. Imide groups (octyl and 2,6-diisopropylphenyl) and bay substituents (bromo or pyrrolidinyl) were used to study the impact of sterics and electronics on device performance. The HOMO and LUMO levels of the materials were determined using cyclic voltammetry. The morphology and packing behavior of molecules in films of blends with P3HT were studied using Atomic Force Microscopy and X-ray diffraction, and in all four cases, the PDI derivatives remain in the amorphous phase, while the P3HT portion of the blends crystallizes. The devices gave photovoltaic performances ranging from 0.2 to 0.6%, and while the bay substituents showed negligible impact on device performance, switching from bulky 2,6-diisopropylphenyl imide groups to linear octyl chains improved the efficiency of the devices by 36%, current density by 66% and fill factor by 16%. The performances observed for devices incorporating these PDI glasses are comparable to that of devices with crystalline PDI acceptors. |
Databáze: | OpenAIRE |
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