New fluorescent coumarin dyes containing functional acceptor groups: The investigation of photophysical, optical, and thermal properties
Journal of Photochemistry and Photobiology A: Chemistry, cilt.472, 2026 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 472
- Basım Tarihi: 2026
- Doi Numarası: 10.1016/j.jphotochem.2025.116766
- Dergi Adı: Journal of Photochemistry and Photobiology A: Chemistry
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, INSPEC
- Anahtar Kelimeler: Coumarin dyes, DFT, DSSC, Solid state fluorescence, Solvatochromism
- Gazi Üniversitesi Adresli: Evet
Özet
Nine novel coumarin-based compounds with a donor-π-acceptor system were synthesized, and their structural characterizations were determined by spectroscopic methods. The effects of different acceptor groups, such as dicyanovinyl, cyanoacrylic acid, and rhodanine-3-acetic acid at the 3-position of the coumarin ring, on the electronic and optical properties of the structure were investigated. Moreover, the coumarin structure was derived by adding an electron donor methoxy group, and a fused benzene ring, which also increases the planar structure. Synthesized compounds' absorption and emission properties are strongly influenced by substitution in the coumarin moiety. Four dyes showed near-IR emission in the solid state with green to orange fluorescence under UV light. The structural and electronic properties of the molecules were obtained with the DFT calculations at B3LYP/6-311++g(d,p) level of theory. The frontier molecular orbitals and the global reactivity descriptors were computed. Additionally, some DSSC parameters for 3a-c and 5a-c were also determined to provide insight into their potential. All compounds showed good thermal stability (Td > 200 °C).