Research Article
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Year 2022, Volume 1, Issue 1, 41 - 46, 30.01.2022

Abstract

References

  • [1] Mastral A. M., Callén M. S. (2000). A Review on Polycyclic Aromatic Hydrocarbon (PAH) Emissions from Energy Generation. Environmental Science and Technology; 34:3051–3057.
  • [2] Cerniglia C. E. (1992). Biodegradation of polycyclic aromatic hydrocarbons. Biodegradation; 3:351–368.
  • [3] Sonar P., Ha T-J., Dodabalapur A. (2013). A fluorenone based low band gap solutionprocessable copolymer for air stable and high mobilityorganic field effect transistors. Chemical Communications; 49:1588—1590.
  • [4] Gudeika D., Nasiri S., Mahmoudi M., Dabrovolskas K., Navozenko O. M., Yashchuk V. V. (2021). Design, synthesis and structure-property relationship of fluorenone-based derivatives for fluorescent OLEDs”, Molecular Crystals and Liquid Crystals; 718:1–15.
  • [5] Ghosh I., Mukhopadhyay A., Koner A. L., Samanta S., Nau W. M., Moorthy J. N. (2014). Excited-state properties of fluorenones: influence of substituents, solvent and macrocyclic encapsulation. Physical Chemistry Chemical Physics; 16: 16436-16445.
  • [6] Huang T.-H., Wang Y.-H., Kang Z.-H., Yao J., Lu R., Zhang H-Z. (2014). Investigation on Photophysical Properties of D–p–A–p–D-Type Fluorenone-Based Linear Conjugated Oligomers by Using Femtosecond Transient Absorption Spectroscopy. Photochemistry and Photobiology; 90:29–34.
  • [7] Zhou Y., Chen Y.Z., Cao J.H., Yang Q.Z., Wu L. Z., Tung C.H. (2015). Dicyanoborondiketonate dyes: synthesis, photophysical properties and bioimaging. Dyes and Pigments; 112:162–169.
  • [8] Zhao J., Xu K., Yang W., Wang Z., Zhong F. (2015). The triplet excited state of Bodipy:formation, modulation and application. Chemical Society Reviews; 44:8904–8939.
  • [9] Lu H., Mac K. J., Yang Y., Shen Z. (2014). Structural modification strategies for the rational design of red/NIR region BODIPYs. Chemical Society Reviews; 43:4778–823.
  • [10] Ardic Alidagi H., Cetindere S. (2021). A Novel Conjugated Pyrene-BODIPY Dyad: Synthesis, Characterization and Properties. Journal of Turkish Chemical Society Section A; 8:313-322.
  • [11] Tian Z., Yang X., Liu B., Zhong D., Zhou G. (2019). Photophysical properties and optical power limiting ability of Pt(II)polyynes bearing fluorene-type ligands with ethynyl units at different positions. Journal of Organometallic Chemistry; 895:28-36.
  • [12] Li B., Liu Y., Tao Y., Wang Y., Miao X., Cheng X., Deng W. (2020). Concentration-Dependent Conformational Isomerization of Fluorenone-Based Polycatenar in 2D Polymorphic Self-Assembly. The Journal of Physical Chemistry C; 124:25396−25402.
  • [13] Xu F., Yuan M-S., Wang W., Du X., Wang H., Li N., Yu R., Du Z., Wang J. (2016). Symmetric and unsymmetric thienyl-substituted fluorenone dyes: static excimer-induced emissionenhancement. The Royal Society of Chemistry Advances; 16:76401–76408.

Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties

Year 2022, Volume 1, Issue 1, 41 - 46, 30.01.2022

Abstract

A fluorenone-based small molecule consisting of central 2,7-bis(ethynyl)-9-fluorenone core and BODIPY units at both sides (3) has been developed through the palladium/copper-catalyzed Sonogashira coupling reactions. The newly synthesized molecule was characterized by Fourier transform infrared (FT-IR), proton/carbon nuclear magnetic resonance (1H/13C NMR), mass (MALDI-TOF), and elemental analysis. The photophysical properties of the new compound and its precursor were investigated by ultraviolet-visible (UV-Vis) and fluorescence spectroscopy techniques.

References

  • [1] Mastral A. M., Callén M. S. (2000). A Review on Polycyclic Aromatic Hydrocarbon (PAH) Emissions from Energy Generation. Environmental Science and Technology; 34:3051–3057.
  • [2] Cerniglia C. E. (1992). Biodegradation of polycyclic aromatic hydrocarbons. Biodegradation; 3:351–368.
  • [3] Sonar P., Ha T-J., Dodabalapur A. (2013). A fluorenone based low band gap solutionprocessable copolymer for air stable and high mobilityorganic field effect transistors. Chemical Communications; 49:1588—1590.
  • [4] Gudeika D., Nasiri S., Mahmoudi M., Dabrovolskas K., Navozenko O. M., Yashchuk V. V. (2021). Design, synthesis and structure-property relationship of fluorenone-based derivatives for fluorescent OLEDs”, Molecular Crystals and Liquid Crystals; 718:1–15.
  • [5] Ghosh I., Mukhopadhyay A., Koner A. L., Samanta S., Nau W. M., Moorthy J. N. (2014). Excited-state properties of fluorenones: influence of substituents, solvent and macrocyclic encapsulation. Physical Chemistry Chemical Physics; 16: 16436-16445.
  • [6] Huang T.-H., Wang Y.-H., Kang Z.-H., Yao J., Lu R., Zhang H-Z. (2014). Investigation on Photophysical Properties of D–p–A–p–D-Type Fluorenone-Based Linear Conjugated Oligomers by Using Femtosecond Transient Absorption Spectroscopy. Photochemistry and Photobiology; 90:29–34.
  • [7] Zhou Y., Chen Y.Z., Cao J.H., Yang Q.Z., Wu L. Z., Tung C.H. (2015). Dicyanoborondiketonate dyes: synthesis, photophysical properties and bioimaging. Dyes and Pigments; 112:162–169.
  • [8] Zhao J., Xu K., Yang W., Wang Z., Zhong F. (2015). The triplet excited state of Bodipy:formation, modulation and application. Chemical Society Reviews; 44:8904–8939.
  • [9] Lu H., Mac K. J., Yang Y., Shen Z. (2014). Structural modification strategies for the rational design of red/NIR region BODIPYs. Chemical Society Reviews; 43:4778–823.
  • [10] Ardic Alidagi H., Cetindere S. (2021). A Novel Conjugated Pyrene-BODIPY Dyad: Synthesis, Characterization and Properties. Journal of Turkish Chemical Society Section A; 8:313-322.
  • [11] Tian Z., Yang X., Liu B., Zhong D., Zhou G. (2019). Photophysical properties and optical power limiting ability of Pt(II)polyynes bearing fluorene-type ligands with ethynyl units at different positions. Journal of Organometallic Chemistry; 895:28-36.
  • [12] Li B., Liu Y., Tao Y., Wang Y., Miao X., Cheng X., Deng W. (2020). Concentration-Dependent Conformational Isomerization of Fluorenone-Based Polycatenar in 2D Polymorphic Self-Assembly. The Journal of Physical Chemistry C; 124:25396−25402.
  • [13] Xu F., Yuan M-S., Wang W., Du X., Wang H., Li N., Yu R., Du Z., Wang J. (2016). Symmetric and unsymmetric thienyl-substituted fluorenone dyes: static excimer-induced emissionenhancement. The Royal Society of Chemistry Advances; 16:76401–76408.

Details

Primary Language English
Subjects Basic Sciences
Journal Section Research Articles
Authors

Hüsniye ARDİC ALİDAGİ> (Primary Author)
GEBZE TECHNICAL UNIVERSITY
0000-0002-8446-4560
Türkiye


Seda ÇETİNDERE>
GEBZE TECHNICAL UNIVERSITY
0000-0001-7599-8491
Türkiye

Publication Date January 30, 2022
Published in Issue Year 2022, Volume 1, Issue 1

Cite

Bibtex @research article { cunas1053241, journal = {Cukurova University Journal of Natural and Applied Sciences}, eissn = {2822-2938}, address = {Çukurova Üniversitesi Fen Bilimleri Enstitüsü Sarıçam ADANA}, publisher = {Cukurova University}, year = {2022}, volume = {1}, number = {1}, pages = {41 - 46}, title = {Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties}, key = {cite}, author = {Ardic Alidagi, Hüsniye and Çetindere, Seda} }
APA Ardic Alidagi, H. & Çetindere, S. (2022). Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties . Cukurova University Journal of Natural and Applied Sciences , 1 (1) , 41-46 . Retrieved from https://dergipark.org.tr/en/pub/cunas/issue/68443/1053241
MLA Ardic Alidagi, H. , Çetindere, S. "Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties" . Cukurova University Journal of Natural and Applied Sciences 1 (2022 ): 41-46 <https://dergipark.org.tr/en/pub/cunas/issue/68443/1053241>
Chicago Ardic Alidagi, H. , Çetindere, S. "Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties". Cukurova University Journal of Natural and Applied Sciences 1 (2022 ): 41-46
RIS TY - JOUR T1 - Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties AU - HüsniyeArdic Alidagi, SedaÇetindere Y1 - 2022 PY - 2022 N1 - DO - T2 - Cukurova University Journal of Natural and Applied Sciences JF - Journal JO - JOR SP - 41 EP - 46 VL - 1 IS - 1 SN - -2822-2938 M3 - UR - Y2 - 2022 ER -
EndNote %0 Cukurova University Journal of Natural and Applied Sciences Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties %A Hüsniye Ardic Alidagi , Seda Çetindere %T Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties %D 2022 %J Cukurova University Journal of Natural and Applied Sciences %P -2822-2938 %V 1 %N 1 %R %U
ISNAD Ardic Alidagi, Hüsniye , Çetindere, Seda . "Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties". Cukurova University Journal of Natural and Applied Sciences 1 / 1 (January 2022): 41-46 .
AMA Ardic Alidagi H. , Çetindere S. Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties. Cukurova University Journal of Natural and Applied Sciences. 2022; 1(1): 41-46.
Vancouver Ardic Alidagi H. , Çetindere S. Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties. Cukurova University Journal of Natural and Applied Sciences. 2022; 1(1): 41-46.
IEEE H. Ardic Alidagi and S. Çetindere , "Synthesis and Characterization of Fluorenone Based Small Molecule and Investigation of Its Photophysical Properties", Cukurova University Journal of Natural and Applied Sciences, vol. 1, no. 1, pp. 41-46, Jan. 2022