Research Article

Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative

Volume: 14 Number: 3 July 24, 2026
TR EN

Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative

Abstract

Fluorene-based compounds have attracted considerable attention in recent years due to their diverse biological activities and rich photophysical properties. In this study, a thiophene-containing fluorene derivative was synthesized and structurally characterized by ¹H-NMR, ¹³C-NMR, FT-IR, and GC-MS spectroscopic techniques. The spectroscopic properties of the synthesized compound were investigated using UV–Vis absorption and fluorescence spectroscopy. The UV–Vis spectra recorded in solvents of different polarity revealed that the absorption bands remain largely unchanged. In contrast, fluorescence measurements showed that the compound 1 exhibits remarkably strong emission, particularly in DMSO, clearly visible to the naked eye. Also, the high emission intensity in DMSO was found to be remarkably stable, with no significant degradation observed over 2 hours of continuous monitoring. High photostability, a large Stokes shift, and a significant emission difference observed in DMSO under UV light make compound 1 an ideal candidate for fluorescence-based studies and imaging applications.

Keywords

Fluorene, Thiophene, Fluorescence, Solvent effect, Spectroscopic properties

Supporting Institution

This research received no external funding.

Project Number

2019-72118496-03

Ethical Statement

This study does not involve human or animal participants. All procedures followed scientific and ethical principles, and all referenced studies are appropriately cited.

Thanks

This study was supported by the Scientific Research Projects Unit of Zonguldak Bülent Ecevit University, (Project No. 2019-72118496-03).

References

  1. Baghdouche, A. K., Guergouri, M., Bencharif, M., & Bencharif, L. (2022). Synthesis, characterization, and electropolymerization of fluorene-thiophene derivatives. Journal of Molecular Structure, 1252, Article 132091. https://doi.org/10.1016/j.molstruc.2021.132091
  2. Banga, S., & Babu, S. A. (2025). Modification of fluorene and fluorenone core via C–H functionalization. Organic & Biomolecular Chemistry, 23(42), 9692–9712. https://doi.org/10.1039/d5ob01242b
  3. Barlow, I. A., Kreouzis, T., & Lidzey, D. G. (2009). High-speed electroluminescence modulation of a conjugated-polymer light emitting diode. Applied Physics Letters, 94(24), Article 243301. https://doi.org/10.1063/1.3147208
  4. Chen, Q., Liu, N., Ying, L., Yang, W., Wu, H., Xu, W., & Cao, Y. (2009). Novel white-light-emitting polyfluorenes with benzothiadiazole and Ir complex on the backbone. Polymer, 50(6), 1430–1437. https://doi.org/10.1016/j.polymer.2009.01.017
  5. Chinnabattigalla, S., Dakoju, R. K., & Gedu, S. (2025). A recent overview of the synthesis of fluorenes and their analogs. Tetrahedron, 187, Article 134896. https://doi.org/10.1016/j.tet.2025.134896
  6. Griffin, B. W., McNatt, L. G., Chandler, M. L., & York, B. M. (1987). Effects of two new aldose reductase inhibitors, AL-1567 and AL-1576, in diabetic rats. Metabolism, 36(5), 486–490. https://doi.org/10.1016/0026-0495(87)90048-5
  7. Herzon, S. B., & Woo, C. M. (2012). The diazofluorene antitumor antibiotics: Structural elucidation, biosynthetic, synthetic, and chemical biological studies. Natural Product Reports, 29(1), 87–118. https://doi.org/10.1039/C1NP00052G
  8. Huang, W.-S., Wu, Y.-H., Hsu, Y.-C., Lin, H.-C., & Lin, J. T. (2009). Synthesis, characterization, and photophysics of electroluminescent fluorene/dibenzothiophene- and fluorene/dibenzothiophene-S,S-dioxide-based main-chain copolymers bearing benzimidazole-based iridium complexes as backbones or dopants. Polymer, 50(25), 5945–5958. https://doi.org/10.1016/j.polymer.2009.10.011
  9. Kaiser, R. P., Caivano, I., & Kotora, M. (2019). Transition-metal-catalyzed methods for synthesis of fluorenes. Tetrahedron, 75(22), 2981–2992. https://doi.org/10.1016/j.tet.2019.04.045
  10. Kirillov, E., Saillard, J. Y., & Carpentier, J. F. (2005). Groups 2 and 3 metal complexes incorporating fluorenyl ligands. Coordination Chemistry Reviews, 249(11-12), 1221–1248. https://doi.org/10.1016/j.ccr.2005.01.011
APA
Öztürk, L. (2026). Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative. Duzce University Journal of Science and Technology, 14(3), 798-808. https://doi.org/10.29130/dubited.1856394
AMA
1.Öztürk L. Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative. DUBİTED. 2026;14(3):798-808. doi:10.29130/dubited.1856394
Chicago
Öztürk, Leyla. 2026. “Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative”. Duzce University Journal of Science and Technology 14 (3): 798-808. https://doi.org/10.29130/dubited.1856394.
EndNote
Öztürk L (July 1, 2026) Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative. Duzce University Journal of Science and Technology 14 3 798–808.
IEEE
[1]L. Öztürk, “Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative”, DUBİTED, vol. 14, no. 3, pp. 798–808, July 2026, doi: 10.29130/dubited.1856394.
ISNAD
Öztürk, Leyla. “Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative”. Duzce University Journal of Science and Technology 14/3 (July 1, 2026): 798-808. https://doi.org/10.29130/dubited.1856394.
JAMA
1.Öztürk L. Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative. DUBİTED. 2026;14:798–808.
MLA
Öztürk, Leyla. “Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative”. Duzce University Journal of Science and Technology, vol. 14, no. 3, July 2026, pp. 798-0, doi:10.29130/dubited.1856394.
Vancouver
1.Leyla Öztürk. Synthesis, Characterization, and Spectroscopic Properties of a Thiophene-Based Fluorene Derivative. DUBİTED. 2026 Jul. 1;14(3):798-80. doi:10.29130/dubited.1856394