Research Article
BibTex RIS Cite

Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds with Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells

Year 2025, Volume: 8 Issue: 2, 856 - 867, 12.03.2025
https://doi.org/10.47495/okufbed.1588770

Abstract

This research focuses on the synthesis and characterization of 2-Aminofluorene (PAF)-based compounds for their potential application in organic solar cells (OSCs). We present a novel enzymatic approach to the synthesis of PAF, which incorporates multi-walled carbon nanotubes (MWCNT) at varying concentrations to modify and enhance the structural, electrical, chemical, and optical properties of the PAF matrix. The resultant modified compounds were subsequently incorporated into the active layer of OSC devices. Comprehensive characterization techniques, including scanning electron microscopy (SEM), UV-Vis spectroscopy, cyclic voltammetry (CV), and thermal analysis, were employed to evaluate the effects of MWCNT incorporation. Notably, differential scanning calorimetry (DSC) analysis revealed that PAF3 exhibited the highest melting point (Tm) at 155.60 °C, while PAF1 demonstrated the highest glass transition temperature (Tg) at 26.14 °C, indicating favorable thermal stability and processing characteristics for these materials. Additionally, the energy gap (Egap) was found to be lowest for PAF3 at 5.51 eV, compared to PAF1, which exhibited an Egap of 7.65 eV, suggesting improved charge transport properties for PAF3. The results demonstrated significant enhancements in the photovoltaic performance parameters of the OSCs, underscoring the beneficial role of MWCNTs in optimizing the properties of PAF-based materials for solar energy applications.

References

  • Balzani V. Electron transfer in chemistry, Wiley-VCH 2001.
  • Benigni R. Structure-activity relationship studies of chemical mutagens and carcinogens: mechanistic investigations and prediction approaches. Chemical Reviews 2005; 105(5): 1767-1800.
  • Bilici A., Kaya I., Yıldırım M. Biosynthesis and characterization of organosoluble conjugated poly (2-aminofluorene) with the pyrazine bridged. Biomacromolecules 2010; 11(10): 2593-2601.
  • Cowan DO., Drisko RL. Photochemical reactions. IV. Photodimerization of acenaphthylene. Mechanistic studies. Journal of the American Chemical Society 1970; 92(21): 6286-6291.
  • Dekker C. Carbon nanotubes as molecular quantum wires. Physics Today 1999; 52: 22-30.
  • Del G., Belcari AN., Bisogni MG., Losa G., Marcatili S., Ambrosi G., Corsi F., Marzocca C., Dalla Betta G., Piemonte C. Advantages and pitfalls of the silicon photomultiplier (SiPM) as photodetector for the next generation of PET scanners. Nuclear Instruments and Methods in Physics Research Section A: Accelerators, Spectrometers, Detectors and Associated Equipment 2010; 617(1-3): 223-226.
  • Gerard M., Chaubey A., Malhotra BD. Application of conducting polymers to biosensors. Biosensors and Bioelectronics 2002; 17(5): 345-359.
  • Gregg BA., Hanna MC. Comparing organic to inorganic photovoltaic cells: Theory, experiment, and simulation. Journal of Applied Physics 2003; 93(6): 3605-3614.
  • Hadziioannou G., Malliaras GG. Semiconducting polymers: chemistry, physics and engineering, John Wiley & Sons 2006.
  • Inaoka S., Advincula R. Synthesis and Oxidative cross-linking of fluorene-containing polymers to form conjugated network polyfluorenes: Poly (fluoren-9, 9-diyl-a lt-alkan-α, ω-diyl). Macromolecules 2002; 35(7): 2426-2428.
  • Jun GH., Jin SH., Park SH., Jeon S., Hong SH. Highly dispersed carbon nanotubes in organic media for polymer: fullerene photovoltaic devices. Carbon 2012; 50(1): 40-46.
  • Kymakis E., Kornilios N., Koudoumas E. Carbon nanotube doping of P3HT: PCBM photovoltaic devices. Journal of Physics D: Applied Physics 2008; 41(16): 165110.
  • MacDiarmid AG., Heeger AJ.Organic metals and semiconductors: The chemistry of polyacetylene,(CH) x, and its derivatives. Synthetic Metals 1980; 1(2): 101-118.
  • Martel R., Derycke V., Lavoie C., Appenzeller J., Chan K., Tersoff J., Avouris P. Ambipolar electrical transport in semiconducting single-wall carbon nanotubes. Physical Review Letters 2001; 87(25): 256805.
  • Mattox D. Handbook of physical vapor deposition (PVD) processing. Noyes Publications 1998.
  • Meissner D., Siebentritt S., Guenster S. Charge carrier photogeneration in organic solar cells. Optical Materials Technology for Energy Efficiency and Solar Energy Conversion XI: Photovoltaics, Photochemistry, Photoelectrochemistry, SPIE 1992.
  • Parker ID. Carrier tunneling and device characteristics in polymer light‐emitting diodes. Journal of Applied Physics 1994; 75(3): 1656-1666.
  • Sariciftci NS., Braun D., Zhang C., Srdanov V., Heeger AJ., Stucky G., Wudl F. Semiconducting polymer‐buckminsterfullerene heterojunctions: Diodes, photodiodes, and photovoltaic cells. Applied Physics Letters 1993; 62(6): 585-587.
  • Schilinsky P., Waldauf C., Brabec CJ. Recombination and loss analysis in polythiophene based bulk heterojunction photodetectors. Applied Physics Letters 2002; 81(20): 3885-3887.
  • Sonmez G., Sonmez H.B., Shen CK., Jost RW., Rubin Y., Wudl F. A processable green polymeric electrochromic. Macromolecules 2005; 38(3): 669-675.
  • Spanggaard H., Krebs FC. A brief history of the development of organic and polymeric photovoltaics. Solar Energy Materials and Solar Cells 2004; 83(2-3): 125-146.
  • Tian S., Liu J., Zhu T., Knoll W. Polyaniline/gold nanoparticle multilayer films: assembly, properties, and biological applications. Chemistry of Materials 2004; 16(21): 4103-4108.
  • Wei W., Liu Z., Liang C., Han GC., Han J., Zhang S. Synthesis, characterization and corrosion inhibition behavior of 2-aminofluorene bis-Schiff bases in circulating cooling water. RSC advances 2020; 10(30): 17816-17828.
  • White C., Robertson D., Mintmire J. Helical and rotational symmetries of nanoscale graphitic tubules." Physical Review B 1993; 47(9): 5485.
  • Winder C., Sariciftci NS. Low bandgap polymers for photon harvesting in bulk heterojunction solar cells. Journal of Materials Chemistry 2004; 14(7): 1077-1086.

Enzimatik Sentez Metodu Kullanılarak MWCNT ile Fonksiyonelleştirilen 2-Aminofluoren Tabanlı Malzemeler ve Organik Güneş Hücrelerine Uygulamaları

Year 2025, Volume: 8 Issue: 2, 856 - 867, 12.03.2025
https://doi.org/10.47495/okufbed.1588770

Abstract

Bu araştırma, organik güneş hücrelerinde (OSC'ler) potansiyel uygulamaları için 2-aminofluoren (PAF) bazlı bileşiklerin sentezi ve karakterizasyonuna odaklanmaktadır. PAF matrisinin yapısal, elektriksel, kimyasal ve optik özelliklerini değiştirmek ve geliştirmek için çeşitli konsantrasyonlarda çok duvarlı karbon nanotüpleri (MWCNT) içeren PAF sentezine yönelik yeni bir enzimatik yaklaşım önermektedir. Elde edilen modifiye bileşikler daha sonra OSC cihazlarının aktif katmanına dahil edildi. Taramalı elektron mikroskobu (SEM), UV-Vis spektroskopisi, döngüsel voltametri (CV) ve termal analiz dahil olmak üzere kapsamlı karakterizasyon teknikleri, MWCNT dahil edilmesinin etkilerini değerlendirmek için kullanılmıştır. Özellikle, diferansiyel taramalı kalorimetri (DSC) analizi, PAF3'ün 155,60 °C'de en yüksek erime noktasını (Tm) gösterirken, PAF1'in 26,14 °C'de en yüksek cam geçiş sıcaklığını (Tg) gösterdiğini ortaya koymuş ve bu da bu malzemeler için olumlu termal kararlılık ve işleme özelliklerini göstermiştir. Ek olarak, enerji boşluğunun (Egap) PAF3 için 5,51 eV'de en düşük olduğu bulunmuştur; PAF1'in Egap'ı 7,65 eV idi ve bu da PAF3 için iyileştirilmiş yük taşıma özelliklerini önerilmiştir. Sonuçlar, OSC'lerin fotovoltaik performans parametrelerinde önemli iyileştirmeler göstererek, MWCNT'lerin güneş enerjisi uygulamaları için PAF bazlı malzemelerin özelliklerini optimize etmedeki yararlı rolünü vurgulamıştır.

References

  • Balzani V. Electron transfer in chemistry, Wiley-VCH 2001.
  • Benigni R. Structure-activity relationship studies of chemical mutagens and carcinogens: mechanistic investigations and prediction approaches. Chemical Reviews 2005; 105(5): 1767-1800.
  • Bilici A., Kaya I., Yıldırım M. Biosynthesis and characterization of organosoluble conjugated poly (2-aminofluorene) with the pyrazine bridged. Biomacromolecules 2010; 11(10): 2593-2601.
  • Cowan DO., Drisko RL. Photochemical reactions. IV. Photodimerization of acenaphthylene. Mechanistic studies. Journal of the American Chemical Society 1970; 92(21): 6286-6291.
  • Dekker C. Carbon nanotubes as molecular quantum wires. Physics Today 1999; 52: 22-30.
  • Del G., Belcari AN., Bisogni MG., Losa G., Marcatili S., Ambrosi G., Corsi F., Marzocca C., Dalla Betta G., Piemonte C. Advantages and pitfalls of the silicon photomultiplier (SiPM) as photodetector for the next generation of PET scanners. Nuclear Instruments and Methods in Physics Research Section A: Accelerators, Spectrometers, Detectors and Associated Equipment 2010; 617(1-3): 223-226.
  • Gerard M., Chaubey A., Malhotra BD. Application of conducting polymers to biosensors. Biosensors and Bioelectronics 2002; 17(5): 345-359.
  • Gregg BA., Hanna MC. Comparing organic to inorganic photovoltaic cells: Theory, experiment, and simulation. Journal of Applied Physics 2003; 93(6): 3605-3614.
  • Hadziioannou G., Malliaras GG. Semiconducting polymers: chemistry, physics and engineering, John Wiley & Sons 2006.
  • Inaoka S., Advincula R. Synthesis and Oxidative cross-linking of fluorene-containing polymers to form conjugated network polyfluorenes: Poly (fluoren-9, 9-diyl-a lt-alkan-α, ω-diyl). Macromolecules 2002; 35(7): 2426-2428.
  • Jun GH., Jin SH., Park SH., Jeon S., Hong SH. Highly dispersed carbon nanotubes in organic media for polymer: fullerene photovoltaic devices. Carbon 2012; 50(1): 40-46.
  • Kymakis E., Kornilios N., Koudoumas E. Carbon nanotube doping of P3HT: PCBM photovoltaic devices. Journal of Physics D: Applied Physics 2008; 41(16): 165110.
  • MacDiarmid AG., Heeger AJ.Organic metals and semiconductors: The chemistry of polyacetylene,(CH) x, and its derivatives. Synthetic Metals 1980; 1(2): 101-118.
  • Martel R., Derycke V., Lavoie C., Appenzeller J., Chan K., Tersoff J., Avouris P. Ambipolar electrical transport in semiconducting single-wall carbon nanotubes. Physical Review Letters 2001; 87(25): 256805.
  • Mattox D. Handbook of physical vapor deposition (PVD) processing. Noyes Publications 1998.
  • Meissner D., Siebentritt S., Guenster S. Charge carrier photogeneration in organic solar cells. Optical Materials Technology for Energy Efficiency and Solar Energy Conversion XI: Photovoltaics, Photochemistry, Photoelectrochemistry, SPIE 1992.
  • Parker ID. Carrier tunneling and device characteristics in polymer light‐emitting diodes. Journal of Applied Physics 1994; 75(3): 1656-1666.
  • Sariciftci NS., Braun D., Zhang C., Srdanov V., Heeger AJ., Stucky G., Wudl F. Semiconducting polymer‐buckminsterfullerene heterojunctions: Diodes, photodiodes, and photovoltaic cells. Applied Physics Letters 1993; 62(6): 585-587.
  • Schilinsky P., Waldauf C., Brabec CJ. Recombination and loss analysis in polythiophene based bulk heterojunction photodetectors. Applied Physics Letters 2002; 81(20): 3885-3887.
  • Sonmez G., Sonmez H.B., Shen CK., Jost RW., Rubin Y., Wudl F. A processable green polymeric electrochromic. Macromolecules 2005; 38(3): 669-675.
  • Spanggaard H., Krebs FC. A brief history of the development of organic and polymeric photovoltaics. Solar Energy Materials and Solar Cells 2004; 83(2-3): 125-146.
  • Tian S., Liu J., Zhu T., Knoll W. Polyaniline/gold nanoparticle multilayer films: assembly, properties, and biological applications. Chemistry of Materials 2004; 16(21): 4103-4108.
  • Wei W., Liu Z., Liang C., Han GC., Han J., Zhang S. Synthesis, characterization and corrosion inhibition behavior of 2-aminofluorene bis-Schiff bases in circulating cooling water. RSC advances 2020; 10(30): 17816-17828.
  • White C., Robertson D., Mintmire J. Helical and rotational symmetries of nanoscale graphitic tubules." Physical Review B 1993; 47(9): 5485.
  • Winder C., Sariciftci NS. Low bandgap polymers for photon harvesting in bulk heterojunction solar cells. Journal of Materials Chemistry 2004; 14(7): 1077-1086.
There are 25 citations in total.

Details

Primary Language English
Subjects Material Physics
Journal Section RESEARCH ARTICLES
Authors

Betül Canımkurbey

Recep Taş

Melek Gül 0000-0002-0037-1202

Publication Date March 12, 2025
Submission Date November 21, 2024
Acceptance Date February 20, 2025
Published in Issue Year 2025 Volume: 8 Issue: 2

Cite

APA Canımkurbey, B., Taş, R., & Gül, M. (2025). Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds with Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 8(2), 856-867. https://doi.org/10.47495/okufbed.1588770
AMA Canımkurbey B, Taş R, Gül M. Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds with Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells. Osmaniye Korkut Ata University Journal of The Institute of Science and Techno. March 2025;8(2):856-867. doi:10.47495/okufbed.1588770
Chicago Canımkurbey, Betül, Recep Taş, and Melek Gül. “Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds With Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells”. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi 8, no. 2 (March 2025): 856-67. https://doi.org/10.47495/okufbed.1588770.
EndNote Canımkurbey B, Taş R, Gül M (March 1, 2025) Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds with Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi 8 2 856–867.
IEEE B. Canımkurbey, R. Taş, and M. Gül, “Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds with Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells”, Osmaniye Korkut Ata University Journal of The Institute of Science and Techno, vol. 8, no. 2, pp. 856–867, 2025, doi: 10.47495/okufbed.1588770.
ISNAD Canımkurbey, Betül et al. “Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds With Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells”. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi 8/2 (March 2025), 856-867. https://doi.org/10.47495/okufbed.1588770.
JAMA Canımkurbey B, Taş R, Gül M. Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds with Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells. Osmaniye Korkut Ata University Journal of The Institute of Science and Techno. 2025;8:856–867.
MLA Canımkurbey, Betül et al. “Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds With Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells”. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi, vol. 8, no. 2, 2025, pp. 856-67, doi:10.47495/okufbed.1588770.
Vancouver Canımkurbey B, Taş R, Gül M. Enzymatic Synthesis and Functionalization of 2-Aminofluorene-Based Compounds with Multi-Walled Carbon Nanotubes (MWCNT) for Enhanced Performance in Organic Solar Cells. Osmaniye Korkut Ata University Journal of The Institute of Science and Techno. 2025;8(2):856-67.

23487


196541947019414

19433194341943519436 1960219721 197842261021238 23877

*This journal is an international refereed journal 

*Our journal does not charge any article processing fees over publication process.

* This journal is online publishes 5 issues per year (January, March, June, September, December)

*This journal published in Turkish and English as open access. 

19450 This work is licensed under a Creative Commons Attribution 4.0 International License.